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WO2007131716A2 - Agent cosmétique renfermant des esters de sucre particuliers - Google Patents

Agent cosmétique renfermant des esters de sucre particuliers Download PDF

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Publication number
WO2007131716A2
WO2007131716A2 PCT/EP2007/004186 EP2007004186W WO2007131716A2 WO 2007131716 A2 WO2007131716 A2 WO 2007131716A2 EP 2007004186 W EP2007004186 W EP 2007004186W WO 2007131716 A2 WO2007131716 A2 WO 2007131716A2
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Prior art keywords
cis
group
acid
weight
branched
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PCT/EP2007/004186
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German (de)
English (en)
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WO2007131716A3 (fr
Inventor
Marcus Krueger
Elisabeth Poppe
Original Assignee
Henkel Ag & Co. Kgaa
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Publication of WO2007131716A2 publication Critical patent/WO2007131716A2/fr
Publication of WO2007131716A3 publication Critical patent/WO2007131716A3/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • 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
    • 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

Definitions

  • the present invention relates to cosmetic compositions, i. Cosmetic or dermatological compositions for use on the skin, in particular human skin, and for use on keratin fibers, in particular human hair, and their use.
  • the present invention relates to hair cleansing and conditioning agents for improving the hair condition.
  • compositions of the invention are cosmetic agents. While previously differentiated between means for caring for the human body and beautifying its appearance for "personal care products” and “decorative cosmetics”, these products are collectively defined today as “cosmetic compositions” or cosmetic compositions.
  • cosmetic products within the meaning of this Act are substances or preparations of substances intended to be used externally on the human or in the oral cavity for the purpose of cleansing, care or to influence the appearance or odor of the body or to convey olfactory impressions; unless they are predominantly intended to alleviate or eliminate diseases, ailments, bodily injury or pathological complaints.
  • the cosmetic products are substances or preparations made of substances for the cleaning or care of dentures same.
  • cosmetic products for example for skin care (bath preparations, skin washing and cleaning agents, skin care products, ocular cosmetics, lip care products, nail care products, personal care products, foot care products), those having a specific action (light stabilizers, skin tanning agents, depigmenting agents, deodorants, Antihidrotika, depilatories, shaving, fragrance), such as tooth & uid.
  • Oral care dentifrice and oral hygiene products, dentifrices, denture adhesives
  • hair care shampoos, hair care products, hair hardening agents, hair shaping agents, color change agents.
  • Cosmetic compositions according to the present invention are therefore selected, for example, from the group of shower gels, shower baths, dentifrices, mouthwashes, 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, mousses, hair gels, hair waxes or combinations thereof.
  • ingredients that give the preparations further benefits be it from an application point of view, from a manufacturing point of view or from the consumer's point of view, for example, develops an improved subjective sensibility to the cosmetic product due to certain ingredients.
  • the focus of the performance of an ingredient may also vary depending on the cosmetic agent.
  • one and the same substance in a shampoo or conditioner can provide nourishing properties for the treated hair, while in a hair dye it also reduces the color of the scalp or compensates for the sometimes aggressive effect of the colorant.
  • esters of sucrose can be incorporated advantageously into cosmetic compositions and in addition to advantageous product and production properties as well give the treated body surfaces, especially the hair, advantageous properties. These effects on the hair and the scalp are particularly pronounced, so that preferred cosmetic agents according to the invention are hair treatment agents.
  • the present invention relates, in a first embodiment, to cosmetic compositions which contain, based on their weight, from 0.1 to 10% by weight of at least one sucrose ester of the formula (I)
  • radicals R independently of one another represent a hydrogen atom or a group R 1 -C (O) - or R 2 -C (O) - or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (O) - or R 8 -C (O) - stand and
  • R 1 to R 8 are an optionally substituted aryl group or an optionally substituted (C r C 24 ) alkyl group, or an optionally substituted (Ci-C 24 ) alkylene group, with the proviso that at least one of the radicals R is not -H is.
  • compositions of the invention contain at least one ester of sucrose, i. at least one of the radicals R in the formula (I) is different from -H.
  • sucrose has 8 OH groups that can be esterified, there are eight series of esters:
  • sucrose octaester Depending on which OH group (s) is esterified, there are several isomeric esters of sucrose for the given acid: 8 sucrose monoesters, 28 sucrose diesters, 56 sucrose triesters, 70 sucrose tetraesters, 56 sucrose pentaesters, 28 sucrose hexaesters, 8 sucrose heptaesters and one sucrose octaester. The number of isomers naturally increases when different acids are esterified with the OH groups.
  • esters of sucrose can be used and, depending on the degree of esterification and the length of the carbon chain in the esterified acid, bring about various advantages in the product and in the body parts or hairs treated with the product.
  • the mono- to tetraesters impart, for example, in particular to gloss, suppleness, protection against splitting and improved wet and dry combabilities, while higher esters - in particular the hexa to octaesters - still give volume and lead to improved production and applicability of the products (improved storage stability, more pleasant product feel, easier processability).
  • compositions of the invention may contain sucrose monoesters. These can be described by the formulas (1-11) to (1-18):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. -% and in particular 0.75 to 1, 5 wt .-% of at least one sucrose monoester of the formula (I), in which exactly one of the radicals R for a group R 1 -C (O) - or R 2 -C (O ) - or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (OJ- or R 8 - C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 ) 2 , - (CH 2 ) 3 CH 3 , - (CHz) 4 CH 3
  • sucrose monostats of the formulas 1-11 to 1-18 are listed with the numbers 1 to 160 on pages 6 to 13 of the priority document, the disclosure of which is incorporated herein by reference in its entirety.
  • the sucrose monoesters particularly preferably make up 0 to 40% by weight, preferably 5 to 30% by weight and in particular 10 to 25% by weight, of all sucrose esters contained in the agents according to the invention.
  • agents containing x% by weight of sucrose esters are preferred, of which 0 to 0.4 x% by weight, preferably 0.05 x to 0.3 x% by weight and especially 0.1 x to 0 , 25 x wt .-% sucrose monoesters are.
  • the agents of the invention may contain sucrose diesters. These can be described by the formulas (1-2-12) to (I-2-78):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. % and in particular 0.75 to 1.5% by weight of at least one sucrose diester of the formula (I) in which exactly two of the radicals R for a group R 1 -C (O) - or R 2 -C (O ) - or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (O) - or R 8 -C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 ) 2 , - (CH 2 ) 3 CH 3 , - (CH 2 J 4 CH 3 , - (CH 2
  • sucrose diesters of formulas (1-2-12) to (I-2-78) are listed at numbers 161 to 11360 on pages 21 to 388 of the priority document, the disclosure of which is incorporated herein by reference.
  • the sucrose diesters particularly preferably comprise from 5 to 40% by weight, preferably from 10 to 35% by weight and in particular from 15 to 25% by weight, of all the sucrose esters contained in the agents according to the invention.
  • agents containing x% by weight of sucrose esters are preferred, of which 0.05 to 0.4 x% by weight, preferably 0.1 x to 0.35 x% by weight and especially 0.15 x to 0.25 x wt.% sucrose diesters.
  • compositions of the invention may contain sucrose triesters. These can be described by the formulas (1-3-123) to (I-3-678):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. % and in particular 0.75 to 1, 5 wt .-% of at least one sucrose triester of the formula (I), in which exactly three of the radicals R for a group R 1 - C (O) - or R 2 -C (O ) - or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (O) - or R 8 -C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 ) 2 , - (CHz) 3 CH 3 , - (CH 2 J 4 CH 3 ,
  • sucrose triesters of formulas (1-3-123) to (I-3-678) are listed at numbers 11361 to 19480 on pages 401 to 897 of the priority document, the disclosure of which is incorporated herein by reference.
  • the sucrose triesters make up from 10 to 50% by weight, preferably from 15 to 45% by weight and in particular from 20 to 35% by weight, of all the sucrose esters contained in the agents according to the invention.
  • agents containing x% by weight of sucrose esters are preferred, of which from 0.1 to 0.5% by weight, preferably from 0.5% to 0.45% by weight, and especially 0.2 ⁇ to 0.35 x wt.% sucrose triesters.
  • the agents according to the invention may contain sucrose tetraesters. These can be described by the formulas (1-4-1234) to (I-4-5678):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. % and in particular 0.75 to 1, 5 wt .-% of at least one sucrose tetraester of the formula (I), in which exactly four of the radicals R for a group R 1 - C (O) - or R 2 -C (O ) - or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (OJ- or R 8 - C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 J 2 , - (CH 2 ) 3 CH 3 , - (CH 2 J 4 CH 3
  • sucrose tetraesters of the formulas (1-4-1234) to (I-4-5678) are listed with the numbers 19481 to 38800 on pages 918 to 1469 of the priority document, the disclosure of which is incorporated herein by reference in its entirety.
  • sucrose tetraesters, sucrose pentaesters, sucrose hexaesters, sucrose heptaesters and sucrose octaesters together constitute from 5 to 45% by weight, preferably from 15 to 40% by weight and in particular from 25 to 35% by weight, of all sucrose esters contained in the agents according to the invention.
  • agents containing x% by weight sucrose esters are preferred, of which 0.05 to 0.45 x wt.%, Preferably 0.15 x to 0.4 x wt.%, And more preferably 0.25 x to 0.35 x wt.% sucrose tetraester, sucrose pentaester, sucrose hexaester, sucrose heptaester and sucrose octaester.
  • the agents according to the invention may contain sucrose pentaesters. These can be described by the formulas (1-5-12345) to (I-5-45678):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. % and in particular 0.75 to 1.5% by weight of at least one sucrose pentaester of the formula (I) in which exactly five of the radicals R for a group R 1 -C (O) - or R 2 -C (O ) - or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (OJ- or R 8 - C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 ) 2 , - (CH 2 ) 3 CH 3 , - (CH 2 J 4 CH 3 , - (
  • sucrose pentaesters of the formulas (1-5-12345) to (I-5-45678) are listed with the numbers 38801 to 57953 on pages 1487 to 1907 of the priority document, the disclosure of which is incorporated herein by reference in its entirety.
  • the compositions of the invention may contain sucrose hexaesters. These can be described by the formulas (1-6-123456) to (I-6-345678):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. % and in particular 0.75 to 1, 5 wt .-% of at least one sucrose hexaester of the formula (I), in which exactly six of the radicals R for a group R 1 -C (O) - or R 2 -C (O ) - or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (O) - or R ⁇ -C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 ) 2 , - (CH 2 J 3 CH 3 , - (CH 2 J 4
  • sucrose hexaesters of the formulas (1-6-123456) to (I-6-345678) are listed with the numbers 57954 to 5 10305 on pages 1917 to 1991 of the priority document, the disclosure of which is incorporated herein by reference in its entirety.
  • compositions according to the invention may contain sucrose heptaesters. These can be described by the formulas (1-7-1234567) to (I-7-2345678):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. -% and in particular from 0.75 to 1 wt .-% 5 contain at least one Saccharoseheptaesters of formula (I) in which exactly seven of the R is a group R 1 - C (O) - or R 2 -C (O) or R 3 -C (O) - or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (O) - or R 8 - C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 J 2 , - (CH 2 ) 3 CH 3 , - (CH 2 J 1 ) CH 3
  • sucrose heptaesters of the formulas (1-7-1234567) to (I-7-2345678) are listed with the numbers 5 10306 to 5 10977 on pages 1994 to 2015 of the priority document, the disclosure of which is incorporated herein by reference in its entirety.
  • the agents according to the invention may contain sucrose octaesters. These can be described by the formula (I-8):
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, from 0.25 to 7.5% by weight, preferably from 0.5 to 5% by weight, more preferably from 0.65 to 2.5% by weight. % and in particular 0.75 to 1.5% by weight of at least one sucrose octaester of the formula (I) in which all eight radicals R are a group R 1 -C (O) - or R 2 -C (O) - or R 3 -C (OJ or R 4 -C (O) - or R 5 -C (O) - or R 6 -C (O) - or R 7 -C (O) - or R 8 -C (O) - and R 1 to R 8 are selected from -CH 3 , -CH 2 CH 3 , - (CH) 2 -CH 3 , -CH (CH 3 ) 2l - (CH 2 ) 3 CH 3 , - (CH 2 J 4 CH 3 , - (CH 2
  • sucrose octaesters of the formula (1-8) are listed with the numbers 5 10878 to 5 11649 on pages 2017 to 2035 of the priority document, to the disclosure of which reference is made here in their entirety.
  • carboxylic acids for the esterification of sucrose usable carboxylic acids are, for example, hexanoic acid (caproic acid), heptanoic acid (enanthic acid), octanoic acid (caprylic acid), nonanoic acid (pelargonic acid), decanoic acid (capric acid), undecanoic acid, etc., as is known from the above mentioned preferred compounds.
  • fatty acids such as dodecanoic acid (lauric acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), tetracosanoic acid (lignoceric acid), hexacosanoic acid (cerotic acid ), Triacotinic acid (melissic acid) and the unsaturated Sezies 9c-hexadecenoic acid (palmitoleic acid), 6c-octadecenoic acid (petroselinic acid), 6t-octadecenoic acid (petroselaidic acid), 9c-octadecenoic acid (oleic acid), 9t-octadecenoic acid ((elaidic acid), 9c, 12c Octadecadienoic acid (linoleic acid), 9c, 12c Octade
  • Esterification with fatty acids then forms mixtures of esters which no longer necessarily have to correspond to the abovementioned preferred compounds (for example triesters with two stearic acid and one palmitic acid radical), but are nevertheless preferably usable according to the invention.
  • preferred compounds for example triesters with two stearic acid and one palmitic acid radical
  • the cosmetic compositions according to the invention are preferably hair treatment agents.
  • the care and / or conditioning hair treatment agents are again preferred.
  • Particularly preferred agents according to the invention are hair conditioners, conditioning shampoos, hair conditioners, hair treatments, hair wraps, hair tonics.
  • the preparations according to the invention are flowable under normal conditions (20 ° C. and 1013.25 mbar), so that they can easily be metered and applied by the consumer. Most preferably, they are not too fluid to avoid spillage during use.
  • Cosmetic agents preferred according to the invention are characterized in that they contain, based on their weight, additionally 0.05 to 5% by weight, preferably 0.075 to 2.5% by weight, more preferably 0.1 to 1% by weight, of polyisobutenes of the formula (II)
  • n stands for values between 5 and 250, preferably between 7 and 200, particularly preferably between 10 and 150 and in particular between 15 and 75.
  • the agents according to the invention preferably additionally comprise at least one emulsifier or a surfactant, surface-active substances being referred to as surfactants or as emulsifiers, depending on the field of use, and selected from anionic, cationic, zwitterionic, ampholytic and nonionic surfactants and emulsifiers.
  • Suitable anionic surfactants and emulsifiers for the compositions according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups as well as hydroxyl groups may be present in the molecule.
  • anionic surfactants and emulsifiers are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts having 2 to 4 C atoms in the alkanol group, linear and branched fatty acids with 8 to 30 carbon atoms (soaps),
  • Acyl isethionates having 8 to 24 carbon atoms in the acyl group linear alkanesulfonates having 8 to 24 carbon atoms, linear alpha-olefin sulfonates having 8 to 24 carbon atoms,
  • Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 carbon atoms are alpha-sulfofatty acids having 8 to 30 carbon atoms.
  • R 1 CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, for example acylglutamates, which are derived from fatty acids having 6 to 22, preferably 12 to 18, carbon atoms, for example C 12/14 or C 12/18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid, in particular sodium N-cocoyl and sodium N-stearoyl-L-glutamate, esters of a hydroxy-substituted di- or tricarboxylic acid of the general formula (II),
  • X is H or a -CH 2 COOR group
  • Y is H or -OH, under the condition that Y is H when X-CH 2 COOR
  • R, R 1 and R 2 are independently Hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group of etherified (C 6 -C 8 ) alkyl polysaccharides having 1 to 6 monomers Saccharide units and / or the etherified aliphatic (C 6 -C 6 ) -hydroxyalkylpolyols having 2 to 16 hydroxyl radicals are selected, provided that at least one of the groups R, R 1 or R 2 is a radical Z, esters of sulfosuccinic acid or Sulfosuccinates of the general formula (III), H 2 C - COOR 1 (III)
  • Sulfosuccinic acid mono- and dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
  • Alkyl sulfates and alkyl polyglycol ether sulfates of the formula R- (O-CH 2 -CH 2 ) X -OSO 3 H in which R is a preferably linear alkyl group having 8 to 30 carbon atoms and x O or 1-12, mixed hydroxysulfonate surfactants according to DE-A-37 25 030, esters of tartaric acid and citric acid with alcohols which are addition products of about 2- 15 molecules of ethylene oxide and / or propylene oxide with C 8 - represent 22 fatty alcohols, alkyl and / or alkenyl ether sulfates, sulfated Fettklarealkylenglycolester, monoglyceride and monoglyceride.
  • Preferred anionic surfactants and emulsifiers are acyl glutamates, acyl isethionates, acyl sarcosinates and acyl taurates, each having a linear or branched acyl radical having 6 to 22 carbon atoms and O, 1, 2 or 3 double bonds, which in particularly preferred embodiments of an octanoyl, decanoyl, lauroyl , Myristoyl, palmitoyl and stearoyl radical, esters of tartaric acid, citric acid or succinic acid or of the salts of these acids with alkylated glucose, in particular the products with the INCI name Disodium Coco-Glucoside Citrate, Sodium Coco-Glucoside Tartrate and Disodium Coco-glucosides sulfosuccinates, alkyl polyglycol ether sulfates and ether carboxylic acids having 8 to 18 carbon atoms in the alkyl group and up to 12 ethoxy groups in
  • Zwitterionic surfactants and emulsifiers are those surface-active compounds which carry in the molecule at least one quaternary ammonium group and at least one - COO H or -SO 3 " * group.
  • Particularly suitable zwitterionic surfactants and emulsifiers 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 2-alkyl-3 carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is the
  • Ampholytic surfactants and emulsifiers are understood as meaning those surface-active compounds which, apart from a C 8 -C 24 -alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group and are capable of forming internal salts
  • suitable ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic 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.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate
  • Nonionic surfactants and emulsifiers contain as hydrophilic group z.
  • Such compounds are, for example
  • Sugar and x represents the number of sugar units.
  • sugar building block Z it is possible to use any desired mono- or oligosaccharides.
  • sugars with 5 or 6 carbon atoms and the corresponding oligosaccharides are used.
  • Such sugars are, for example, glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, altrose, mannose, gulose, idose, talose and sucrose.
  • Preferred sugar building blocks are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
  • alkylpolyglycosides which can be used according to the invention contain on average 1, 1 to 5 sugar units. Alkyl polyglycosides having x values of 1.1 to 2.0 are preferred. Very particular preference is given to alkyl glycosides in which x is 1: 1 to 1, 8.
  • alkyl (oligo) glucosides eg. B. Montanov ® 68
  • fatty alcohols eg. B. Montanov ® 68
  • Sterols e.g. Ergosterol, stigmasterol, sitosterol and mycosterols,
  • Phospholipids e.g. B. lecithins or phosphatidylcholines
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate
  • Preferred nonionic surface-active substances have been the alkylpolyglycosides, optionally in admixture with fatty alcohols, alkoxylated polydialkylsiloxanes, alkylene oxide amide products of saturated linear fatty alcohols and fatty acids with 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid.
  • the agents according to the invention are care and conditioning agents for keratinic fibers.
  • anionic surfactants are preferably used only in minor amounts of less than 1 wt .-%, preferably not at all.
  • amphoteric surfactants are preferably contained in the compositions according to the invention in amounts of less than 1% by weight, preferably less than 0.5% by weight.
  • preferred agents according to the invention contain at least one cationic surfactant.
  • cationic surfactants of the quaternary ammonium compound type, the esterquats and the amidoamines can be used according to the invention.
  • Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides.
  • the long alkyl chains of these surfactants preferably have 10 to 18 carbon atoms, such as.
  • cetyl trimethyl ammonium chloride stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetylmethyl ammonium chloride.
  • Further preferred cationic surfactants are the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • Particularly preferred cosmetic agents according to the invention are characterized in that they additionally contain cationic surfactant (s), preferably from the groups of the quaternary ammonium compounds and / or the esterquats and / or the amidoamines, preferred agents containing quaternary ammonium compounds which are selected from ammonium halides, preferably chlorides and bromides, especially alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides preferably having 10 to 18 carbon atoms in the long carbon chain, with particular preference to cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride and preferred agents the cationic surfactant (s) in amounts of 0.25 to 10 wt .-%, preferably from 0.5
  • the agents according to the invention can advantageously be adjusted to pH values between 4 and 8, preferably between 5 and 7 and in particular between 5.5 and 6.5.
  • PH values in the range mentioned lead to particularly advantageous properties of the agents and form an ideal medium, so that the sucrose esters used according to the invention can optimally unfold their effect.
  • acids have proven to be particularly suitable; among these, preference is given to the so-called enjoyable acids, ie organic carboxylic acids which also occur in foods and which are physiologically harmless.
  • Preferred cosmetic agents according to the invention are characterized in that they additionally contain 0.01 to 10 wt .-%, preferably 0.1 to 5 wt .-% and in particular 0.25 to 2.5 wt .-% of inorganic and / or organic acids wherein preferred acids are selected from hydrochloric acid, hydrobromic acid, sulfuric acid, sulfurous acid, phosphoric acid and particularly preferred acids are selected from organic carboxylic acids, especially organic polyfunctional carboxylic acids, preferably citric acid, lactic acid, benzoic acid, tartaric acid.
  • the agents according to the invention may contain purine and / or derivative (s) of the purine.
  • Purine (7W-imidazo [4,5-c /] pyrimidine) does not occur freely in nature, but forms the main body of purines.
  • Purines are a group of important compounds naturally involved in human, animal, plant and microbial metabolic processes, which are different from the parent by substitution with OH 1 NH 2 , SH in the 2-, 6-, and 8-positions and / or with CH 3 in 1-, 3-, 7-position derived.
  • Purine can be prepared, for example, from aminoacetonitrile and formamide.
  • Purines and purine derivatives are often isolated from natural products, but are also synthetically accessible in many ways.
  • Preferred agents according to the invention contain purine and / or purine derivatives in specific quantitative ranges.
  • inventively preferred cosmetic agents characterized in that they - based on their weight - 0.001 to 2.5 wt .-%, preferably 0.0025 to 1 wt .-%, particularly preferably 0.005 to 0.5 wt .-% and in particular from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s).
  • Cosmetic agents preferred according to the invention are characterized in that they additionally contain 0.001 to 2.5% by weight, preferably 0.0025 to 1% by weight, particularly preferably 0.005 to 0.5% by weight and in particular 0.01 to 0 , 1 wt .-% purine (s) and / or purine derivative (s) of the formula (IM)
  • Caffeine has proved particularly useful in hair cosmetic formulations, for example in shampoos 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 shampoo) can be used.
  • the agents according to the invention may contain from 0.01 to 10% by weight of at least one polymer from the group of cationic and / or amphoteric polymers.
  • Cationic or amphoteric polymers are to be understood as meaning polymers which have a group in the main and / or side chain which may be “temporary” or “permanent” cationic.
  • "permanently cationic” refers to those polymers which have a cationic group, irrespective of the pH of the agent. 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.
  • the agents according to the invention can also contain amphoteric polymers. These additionally have at least one negatively charged group in the molecule and are also referred to as zwitterionic polymers.
  • agents according to the invention are preferred which, based on their weight, are from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, more preferably from 0.2 to 3.5% by weight and in particular from 0.25 to 2.5% by weight of amphoteric polymer (s).
  • agents contain amphoteric polymers or not
  • further preferred agents according to the invention are characterized in that they contain, based on their weight, from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight. -%, particularly preferably 0.2 to 3.5 wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) polymer (s) included.
  • R 1 -H or -CH 3
  • R 2 , R 3 and R 4 are independently selected from C 1-4 -alkyl, -alkenyl or -hydroxyalkyl groups
  • m 1, 2, 3 or 4
  • n is a natural number
  • X ' is a physiologically acceptable organic or inorganic anion, as well as copolymers consisting essentially of the monomer units listed in formula (G1-I) and nonionic monomer units, are particularly preferred cationic polymers.
  • R 1 is a methyl group
  • R 2 , R 3 and R 4 are methyl groups m has the value 2.
  • Suitable physiologically tolerated counterions X " are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions, preference being given to halide ions, in particular chloride.
  • a particularly suitable homopolymer is the optionally crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium 37.
  • Such products are obtainable, for example, under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen ® CR (Ethnichem) commercially.
  • the crosslinking can be carried out with the aid of poly olefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglyceryl ethers, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
  • Methylenebisacrylamide is a preferred crosslinking agent.
  • 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.
  • 50% polymer content other components: mineral oil (INCI name: Mineral OiI) and tridecyl-polyoxypropylene-polyoxyethylene ether (INCI name: PPG-1 -Trideceth-6) under the names Salcare ® SC 95 ) 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 (G1-I) contain as nonionic monomer units preferably acrylamide, methacrylamide, acrylic acid-Ci. 4- alkyl esters and methacrylic acid Ci- 4 -alkyl esters. Among these nonionic monomers, the acrylamide is particularly preferred. These copolymers can also be crosslinked, as described above in the case of the homopolymers. A copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer. Such copolymers in which the monomers are present in a weight ratio of about 20:80, commercially available as about 50% non-aqueous polymer dispersion under the name Salcare ® SC 92nd
  • cationic polymers are, for example - Quaternized cellulose derivatives, such as those under the names Celquat ® and Polymer JR ® commercially available.
  • the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives, cationic alkyl polyglycosides according to DE-PS 44 13 686, cationized honey, for example the commercial product Honeyquat ® 50, cationic guar derivatives, such as in particular the products sold under the trade name Cosmedia guar ® and Jaguar ® products, polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid.
  • 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 those known under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 polymers with quaternary Nitrogen atoms in the polymer backbone.
  • copolymers of vinylpyrrolidone such as the commercial products Copolymer 845 (manufactured by ISP), Gaffix ® VC 713 (manufactured by ISP), Gafquat ® ASCP 1011, Gafquat ® HS 110, Luviquat ® 8155 and Luviquat ® MS 370 available are.
  • Cationic protein hydrolysates may also be used as cationic polymers, preferred agents being one or more cationic protein hydrolyzates from the group Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Con
  • cosmetic agents according to the invention are preferred which, based on their weight, additionally contain 0.05 to 7.5% by weight, preferably 0.1 to 5% by weight, particularly preferably 0.2 to 3.5% by weight. % and in particular 0.25 to 2.5 wt .-% cationic (s) polymer (s), wherein preferred cationic (s) polymer (s) is / are selected from a. Poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37) and / or; b. quaternized cellulose derivatives (INCI: Polyquaternium 10) and / or c. cationic alkylpolyglycosides and / or d.
  • the agents of the invention may contain amphoteric polymers.
  • amphoteric polymers preferably usable amphoteric polymers are composed essentially together
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + ) R 3 R 4 R 5 A ⁇ ⁇ Z " ')
  • R 1 and R 2 independently of one another are hydrogen or a methyl group and R, R ⁇ and R ⁇ independently represent alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A ⁇ 'is the anion of an organic or inorganic acid
  • R® and R ⁇ independently of one another are hydrogen or methyl groups.
  • Suitable starting monomers are, for. Dimethylaminoethylacrylamide, dimethylaminoethylmethacrylamide, dimethylaminopropylacrylamide, dimethylamino-propylmethacrylamide and diethylaminoethylacrylamide when Z is an NH group or dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate and diethylaminoethyl acrylate when Z is an oxygen atom.
  • the monomers containing a tertiary amino group are then quaternized in a known manner, methyl chloride, dimethyl sulfate or diethyl sulfate being particularly suitable as alkylating reagents.
  • the quaternization reaction can be carried out in aqueous solution or in the solvent.
  • such monomers of formula (Z-I) will be the derivatives of acrylamide or methacrylamide. Preference is furthermore given to those monomers which contain halide, methoxysulfate or ethoxysulfate ions as counterions. Likewise preferred are those
  • the acrylamidopropyltrimethylammonium chloride is a most preferred monomer of formula (Z-I).
  • Suitable monomeric carboxylic acids of the formula (Z-II) are acrylic acid, methacrylic acid, crotonic acid and 2-methylcrotonic acid. Preference is given to using acrylic or methacrylic acid, in particular acrylic acid.
  • the zwitterionic polymers which can be used according to the invention are prepared from monomers of the formulas (Z-I) and (Z-II) by polymerization processes known per se.
  • the polymerization can be carried out either in aqueous or aqueous-alcoholic solution.
  • the alcohols used are alcohols having 1 to 4 carbon atoms, preferably isopropanol, which simultaneously serve as polymerization regulators.
  • other components than regulators may also be added to the monomer solution, eg.
  • formic acid or mercaptans such as thioethanol and thioglycolic acid.
  • the initiation of the polymerization takes place with the aid of free-radical-forming substances.
  • redox systems and / or thermally decomposing radical formers of the azo compound type such.
  • azoisobutyronitrile azo-bis (cyanopentanoic acid) or azo-bis (amidinopropane) dihydrochloride can be used.
  • redox systems are z. B. combinations of hydrogen peroxide, potassium or ammonium oxodisulfate and tertiary butyl hydroperoxide with sodium sulfite, sodium dithionite or hydroxylamine hydrochloride as a reduction component.
  • the polymerization can be carried out isothermally or under adiabatic conditions, depending on the concentration ratios by the heat of polymerization released, the temperature range for the course of the reaction between 20 and 200 0 C may vary, and the reaction may optionally be carried out under autogenous pressure. Preferably, the reaction temperature is between 20 and 100 0 C.
  • the pH during the copolymerization may vary within a wide range.
  • polymerization is carried out at low pH values; however, pH values above the neutral point are also possible.
  • an aqueous base for. As sodium hydroxide, potassium hydroxide or ammonia, to a pH between 5 and 10, preferably 6 to 8 set. Further details of the polymerization process can be found in the examples.
  • amphoteric polymer (s) comprise monomers A) and B), wherein A) and B) are selected from
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + ) R 3 R 4 R 5 A ⁇ ( Z " ') in which R 1 and R 2 independently of one another represent hydrogen or a
  • Methyl group and R 3 , R 4 and R 5 are independently alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer from 2 to 5 and A "is the anion of an organic or inorganic acid is and
  • amphoteric polymers used in the agents according to the invention contain monomers from the group of the acrylamides and / or methacrylamides with alkylammonium groups.
  • Acrylic acid and / or methacrylic acid and / or crotonic acid and / or 2-methyl-crotonic acid have proven useful as monomers with anionic groups which are additionally present in the polymers.
  • agents according to the invention are preferred in which the amphoteric polymer (s) are co-polymers of at least one of the monomers Trimethylammoniumethylacrylamide and / or, trimethylammoniumethylmethacrylamide and / or trimethylammoniumpropylacrylamide and / or trimethylammoniumpropylmethacrylamide and / or trimethylammoniumethylacrylamide and / or trimethylammoniumethylacrylate and / or trimethylammoniumethylmethacrylate and / or trimethylammoniumethylacrylate and / or ethyldimethylammoniumethylacrylamide and / or, ethyldimethylammoniumethylmethacrylamide and / or ethyldimethylammoniumpropylacrylamide and / or ethyldimethylammoniumpropylmethacrylamide and / or Ethyldimethylammoniumethylacrylamide and / or ethyldimethylammoniumethylacrylate
  • amphoteric polymers according to the invention are:
  • the agents according to the invention may contain at least one carbohydrate from the group of monosaccharides, disaccharides and / or oligosaccharides.
  • preferred cosmetic agents according to the invention are characterized in that they contain 0.05 to 4.5% by weight, preferably 0.1 to 4% by weight, particularly preferably 0.5 to 3.5% by weight and in particular 0 , 75 to 2.5 wt .-% carbohydrate (s) containing preferred carbohydrates are selected from
  • Trehalose and / or Cellobiose and / or gentiobiose and / or isomaltose Trehalose and / or Cellobiose and / or gentiobiose and / or isomaltose.
  • Particularly preferred agents according to the invention contain, in addition to carbohydrate (s), the purines or purine derivatives mentioned above. Particularly preferred agents according to the invention contain based on their weight
  • the agents according to the invention may with particular preference contain one or more amino acids.
  • Particularly preferred amino acids which can be used according to the invention are from the group glycine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan, proline, aspartic acid, glutamic acid, asparagine, glutamine, serine, threonine, cysteine, methionine, lysine, arginine, histidine, ⁇ Alanine, 4-aminobutyric acid (GABA), betaine, L-cystine (L-Cyss), L-carnitine, L-citrulline, L-theanine, 3 ', 4'-dihydroxy-L-phenylalanine (L-dopa), 5'-hydroxy-L-tryptophan, L-homocysteine, S-methyl-L-methionine, S-allyl-L-cysteine, S
  • Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
  • preferred cosmetic agents are characterized in that they additionally contain from 0.05 to 5% by weight, preferably from 0.1 to 2.5% by weight, more preferably from 0.15 to 1% by weight and in particular from 0 , 2 to 0.5 wt .-% amino acid (s), preferably (one) amino acid (s) from the group glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
  • Particularly preferred agents according to the invention contain in addition to amino acid (s) the purines or purine derivatives mentioned above. Particularly preferred agents according to the invention contain based on their weight
  • the agents according to the invention may contain from 0.01 to 5% by weight of hydantoin or at least one hydato derivative.
  • Hydantoin derivatives are particularly preferably used according to the invention, with 5-ureidohydantoin being particularly preferred.
  • hydantoin or hydantoin derivative (s) amounts of from 0.02 to 2.5 wt .-%, preferably from 0.05 to 1, 5 wt .-%, more preferably 0.075 to 1 wt .-% and in particular 0.1 to 0.25 wt .-% - in each case based on the total agent - preferred.
  • cosmetic agents according to the invention which contain 0.02 to 2.5% by weight, preferably 0.05 to 1.5% by weight, more preferably 0.075 to 1% by weight and in particular 0.1 to 0, 25% by weight of hydantoin and / or hydantoin derivative (s), preferably 5-ureidohydantoin (allantoin)
  • Particularly preferred agents according to the invention contain, in addition to hydantoin and / or hydantoin derivative (s), the purines or purine derivatives mentioned above.
  • Particularly preferred agents according to the invention contain, based on their weight, 0.005 to 0.015% by weight of caffeine and 0.1 to 0.25% by weight of allantoin.
  • compositions according to the invention additionally contain at least one amino acid.
  • Particularly preferred agents of this embodiment according to the invention contain by weight
  • compositions of the invention are vitamins, provitamins or vitamin precursors. These are described below:
  • 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 includes vitamin Bi (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, the panthenol triacetate, the panthenol monoethyl ether and its monoacetate and also the cationic panthenol derivatives disclosed in WO 92/13829.
  • the said compounds of the vitamin B 5 type are preferably contained in the agents according to the invention in amounts of 0.05-10% by weight, based on the total agent. Amounts of 0.1-5 wt .-% are particularly preferred.
  • Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal).
  • Vitamin C (ascorbic acid). Vitamin C is used in the 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 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 The compound (3aS, 4S, 6af?) - 2-oxohexahydrothienol [3,4-d] - imidazole-4-valeric acid is referred to as vitamin H, but for now the trivial name biotin enforced.
  • 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.
  • cosmetic agents according to the invention are preferred which additionally contain vitamins and / or pro-vitamins and / or vitamin precursors, which are preferably assigned to the groups A, B, C, E, F and H, preferred agents comprising said compounds in amounts of 0.1 to 5 wt .-%, preferably from 0.25 to 4 wt .-% and in particular from 0.5 to 2.5 wt .-%, each based on the total agent included.
  • Agents preferred according to the invention additionally comprise at least one 2-furanone derivative of the formula (IV) and / or of the formula (V).
  • radicals R 1 to R 10 are independently of one another
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxyhydrocarbyl radical,
  • R 12 and R 13 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a C 2 -C 4 -saturated hydrocarbon radical, or twice unsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 15 and R 16 each represent hydrogen, methyl, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 - saturated mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or a diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 30 - saturated or on or - polyunsaturated, branched or linear mono-, di-, tri- or Polyhydroxykohlenwasserstoffrest, a -C 2 - C 30 - saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyamino hydrocarbon radical, with the proviso in that, when R 7 and R 8 are -OH and at the same time R 9 or R 10 is hydrogen, the remaining group R 9 or R 10 does not represent a dihydroxyethyl radical.
  • 2-furanones are known compounds and are described, for example, in “Rompps Lexikon der Chemie, Interactive CD-Rom Version 2.0, for the keyword” dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone "and in” Ullmann ". s Encyclopedia, sixth edition 1999, electronic release "in Sections 2.4, 2.7, 3.2, 3.4, 4.3, 6, 11 and 15.
  • the compounds of the formulas (I) and (II) are employed as intermediates in the synthesis of natural products and in the preparation of medicaments and vitamins
  • the preparation of the active compounds according to the formulas (I) and (II) can be carried out, for example, by reaction of primary alcohols with acrylic acids Compounds of formula (I) by reactions starting from hydroxypivaldehyde. Also, carbonylations of alkyls lead to substituted 2-furanones of formula (I) or (II).
  • the compounds of the formula (I) or of the formula (II) can be obtained by intramolecular esterification of the corresponding hydroxycarboxylic acids. For example, the following compounds are obtained in one of the previously identified synthetic routes: 2,5-dihydro-5-methoxy-2-furanone,
  • Preferred compounds of the formula (I) and / or of the formula (II) may be compounds in which the substituents R 1 , R 2 and R 7 independently of one another represent:
  • R 11 as a C 2 - C 4 - saturated or mono- or diunsaturated, branched or linear hydrocarbon radical -C 2 - C 4 - saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxy-hydrocarbon radical, a group -NR 12 R 13 , where R 12 and R 13 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or - or diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 - C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di-trihydroxyhydrocarbyl radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a - C 2 - C 30 - saturated or on or - polyunsaturated, branched or linear mono-, di-, tri- or polyhydroxyalkyl radical, or a -C 2 - C 30 - saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyamino hydrocarbon radical.
  • Hydrogen an -OH, a methyl, methoxy, aminomethyl, hydroxymethyl, a -C 2 -C 4 - saturated or mono- or diunsaturated, branched or linear
  • Hydrocarbon radical a -C 2 - C 4 - saturated or mono- or diunsaturated, branched or linear
  • radicals R 5 , R 6 , R 9 and R 10 in the active substance according to the formula (I) and / or formula (II) according to the invention may stand independently of one another for:
  • a compound of the formula (I) is used. It may be preferred that in a compound of the formula (I) the radicals R 1 and R 2 are independently of one another
  • Hydrogen an -OH, a methyl, methoxy, aminomethyl, hydroxymethyl radical, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxyhydrocarbyl radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated hydrocarbon radical, or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
  • R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or diunsaturated, branched or linear mono, di-trihydroxy hydrocarbon radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a - C 2 - C 30 - saturated or on or - polyunsaturated, branched or linear mono-, di-, tri- or Polyhydroxykohlenwasserstoffrest.
  • Hydrogen an -OH, a methyl, methoxy, aminomethyl, hydroxymethyl, a -C 2 -C 4 - saturated or mono- or diunsaturated, branched or linear
  • R 11 as a C 2 - C 4 - saturated or mono- or diunsaturated, branched or linear hydrocarbon radical -C 2 - C 4 - saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxykoh Ie n hydrogen radical, a group -COOR 14 , where R 14 is hydrogen, a methyl, a -C 2 -C 4 - saturated or mono- or diunsaturated, branched or linear Hydrocarbon radical, a -C 2 -C 4 - saturated mono- or diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a group -OCOR 17 , wherein R 17 is a methyl, a -C 2 -C 30 saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a C 2 - C 30 - saturated or mono- or polyunsaturated, branched or linear mono
  • radicals R5 and R6 may furthermore be advantageous for the compounds of the formula (I) for the radicals R5 and R6 to stand independently for:
  • Hydrogen an -OH, a methyl, methoxy, aminomethyl, hydroxymethyl radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical,
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxyhydrocarbon radical.
  • dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone is used as a compound according to formula (I) dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone.
  • preferred cosmetic agents according to the invention are characterized in that they additionally contain 0.05 to 15% by weight of at least one 2-furanone derivative of the formula (IV) and / or of the formula (V)
  • radicals R 1 to R 10 are independently of one another
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxyhydrocarbyl radical,
  • R 12 and R 13 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a C 2 -C 4 -saturated hydrocarbon radical, or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbon hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbyl radical,
  • R 15 and R 16 each represent hydrogen, methyl, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 - saturated mono- or diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or a diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 30 - saturated or on or - polyunsaturated, branched or linear mono-, di-, tri- or Polyhydroxykohlenwasserstoffrest, a -C 2 - C 30 - saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyamino hydrocarbon radical, with the proviso in that, when R 7 and R 8 are -OH and at the same time R 9 or R 10 is hydrogen, the remaining group R 9 or R 10 does not represent a dihydroxyethyl radical.
  • cosmetic agents according to the invention are preferred which additionally contain 0.001 to 5 wt.%, Preferably 0.01 to 4 wt.%, Particularly preferably 0.02 to 2.5 wt.% And in particular 0.1 to 1.5 %
  • bisabolol and / or oxides of bisabolol preferably (-) - alpha-bisabolol
  • the cosmetic compositions according to the invention may furthermore contain all active substances, additives and auxiliaries known for such preparations.
  • the agents contain at least one surfactant, wherein in principle both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants are suitable. In many cases, however, it has proved to be advantageous to select the surfactants from anionic, zwitterionic or nonionic surfactants. These surfactants have been described in detail above.
  • the agents according to the invention may contain emulsifiers (F). Emulsifiers effect at the phase interface the formation of water- or oil-stable adsorption layers, which protect the dispersed droplets against coalescence and thus stabilize the emulsion.
  • Emulsifiers are therefore constructed like surfactants from a hydrophobic and a hydrophilic part of the molecule. Hydrophilic emulsifiers preferably form O / W emulsions and hydrophobic emulsifiers preferably form W / O emulsions.
  • An emulsion is to be understood as meaning a droplet-like distribution (dispersion) of a liquid in another liquid under the expense of energy in order to create stabilizing phase interfaces by means of surfactants. The selection of these emulsifying surfactants or emulsifiers depends on the substances to be dispersed and the respective outer phase and the fineness of the emulsion.
  • Emulsifiers which can be used according to the invention are, for example
  • alkyl (oligo) glucosides for example, the commercially available product ® Montanov 68,
  • Sterols are understood to mean a group of steroids which have a hydroxyl group on C-atom 3 of the steroid skeleton and are isolated both from animal tissue (zoosterols) and from vegetable fats (phytosterols). Examples of zoosterols are cholesterol and lanosterol. Examples of suitable phytosterols are ergosterol, stigmasterol and sitosterol. Mushrooms and yeasts are also used to isolate sterols, the so-called mycosterols. Phospholipids. These include, in particular, the glucose phospholipids which are obtained, for example, as lecithins or phosphatidylcholines from, for example, egg yolks or plant seeds (for example soybeans).
  • 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.
  • compositions according to the invention may preferably contain at least one nonionogenic emulsifier having an HLB value of 8 to 18.
  • Nonionic emulsifiers having an HLB value of 10 to 15 may be particularly preferred according to the invention.
  • the anionic polymers (G2) 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.
  • 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-methyl propane sulfonic 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 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 polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used.
  • crosslinking agents preferably polyolefinically 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 agents according to the invention may contain nonionic polymers (G4).
  • 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 they are for example sold under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
  • Siloxanes These siloxanes can be both water-soluble and water-insoluble. Both volatile and nonvolatile siloxanes are suitable, nonvolatile siloxanes being understood as meaning those compounds whose boiling point is above 200 ° C. under normal pressure.
  • Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups. Glycosidically substituted silicones.
  • the preparations comprise a plurality of, in particular two, different polymers of the same charge and / or in each case an ionic and an amphoteric and / or nonionic polymer.
  • the other polymers (G) are contained in the agents according to the invention preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0.1 to 5, in particular from 0.1 to 3 wt .-%, are particularly preferred.
  • an agent according to the invention may also contain UV filters (I).
  • the UV filters to be used according to the invention are not subject to any general restrictions with regard to their structure and their physical properties. On the contrary, all UV filters which can be used in the cosmetics sector and whose absorption maximum is in the UVA (315-400 nm), in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range are suitable. UV filters with an absorption maximum in the UVB range, in particular in the range from about 280 to about 300 nm, are particularly preferred.
  • the UV filters used according to the invention can be selected, for example, from substituted benzophenones, p-aminobenzoic acid esters, diphenylacrylic acid esters, cinnamic acid esters, salicylic acid esters, benzimidazoles and o-aminobenzoic acid esters.
  • suitable UV filters are amino-benzoic acid 4-, N 1 N 1 N-trimethyl-4- (2-oxoborn-3-ylidenemethyl) aniline methyl sulfate, 3,3,5-trimethyl-cyclohexyl salicylate (Homosalate), 2-hydroxy-4-methoxy-benzophenone (benzophenone-3; Uvinul ® M 40, Uvasorb MET ®, ® Neo Heliopan BB, Eusolex ® 4360), 2-phenylbenzimidazole-5-sulfonic acid and potassium, sodium and triethanolamine salts ( Phenylbenzimidazole sulfonic Acid; Parsol ® HS; Neo Heliopan Hydro ®), S.S'-O-bis APhenylendimethylenJ ⁇ J-dimethyl ⁇ -oxo-bicyclo-ß ⁇ .ilhept-i-yl-methane-sulfonic acid) and salts thereof, 1- (4-tert-
  • Methoxycinnamic acid isopentyl ester, 4-methoxycinnamic acid 2-ethylhexyl ester, 2-hydroxy-4- methoxybenzophenone-5-sulfonic acid and its sodium salt, 3- (4'-methylbenzylidene) -D, L-camphor, 3-benzylidene-camphor, 4-isopropylbenzylsalicylate, 2,4,6-trianilino- (p-carbo-2'- ethylhexyl-1'-oxi) -1, 3,5-triazine, 3-imidazol-4-yl-acrylic acid and its ethyl ester, polymers of N- ⁇ (2 and 4) - [2-oxoborn-3-ylidenemethyl] benzyl ⁇ acrylamide.
  • water-insoluble UV filters are those which dissolve in water at not more than 1% by weight, in particular not more than 0.1% by weight, at 20 ° C. Furthermore, these compounds should be soluble in the usual cosmetic oil components at room temperature to at least 0.1, in particular at least 1 wt .-%). The use of water-insoluble UV filters may therefore be preferred according to the invention.
  • UV filters which have a cationic group, in particular a quaternary ammonium group.
  • UV filters have the general structure U - Q.
  • the structural part U stands for a UV-absorbing group.
  • This group can in principle be derived from the known UV filters which can be used in the cosmetics sector, in which a group, generally a hydrogen atom, of the UV filter is replaced by a cationic group Q, in particular having a quaternary amino function ,
  • Compounds from which the structural part U can be derived are, for example, substituted benzophenones, p-aminobenzoic acid esters,
  • Structural parts U which are derived from cinnamic acid amide or from N, N-dimethylaminobenzoic acid amide are preferred according to the invention.
  • the structural parts U can in principle be selected such that the absorption maximum of the UV filters can be in both the UVA (315-400 nm) and in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range. UV filters with an absorption maximum in the UVB range, in particular in the range from about 280 to about 300 nm, are particularly preferred.
  • the structural part U is preferably chosen so that the molar extinction coefficient of the UV filter at the absorption maximum is above 15,000, in particular above 20,000.
  • the structural part Q preferably contains, as a cationic group, a quaternary ammonium group.
  • This quaternary ammonium group may in principle be connected directly to the structural part U, so that the structural part U represents one of the four substituents of the positively charged nitrogen atom it.
  • one of the four substituents on the positively charged nitrogen atom is a group, especially an alkylene group of 2 to 6 carbon atoms, which functions as a compound between the structural portion U and the positively charged nitrogen atom.
  • the group Q has the general structure - (CH 2 ) ⁇ -N + R 1 R 2 R 3 X ' , where x is an integer from 1 to 4, R 1 and R 2 independently of one another are Ci. 4 alkyl groups, R 3 represents a C 1-22 alkyl group or a benzyl group and X ".
  • x is preferably for a physiologically acceptable anion is the number 3
  • R 1 and R 2 each represents a methyl group and R 3 is either a methyl group or a saturated or unsaturated, linear or branched hydrocarbon chain having 8 to 22, especially 10 to 18, carbon atoms.
  • Physiologically acceptable anions are, for example, inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
  • inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
  • UV filters with cationic groups are the commercially available compounds cinnamic acid-trimethylammonium chloride (lncroquat ® UV-283) and dodecyl tosylate (Escalol ® HP 610).
  • the teaching of the invention also includes the use of a combination of several UV filters.
  • the combination of at least one water-insoluble UV filter with at least one UV filter with a cationic group is preferred.
  • the UV filters (I) are usually contained in the agents according to the invention in amounts of 0.1-5% by weight, based on the total agent. Levels of 0.4-2.5 wt .-% are preferred.
  • compositions of the invention may further contain a 2-pyrrolidinone-5-carboxylic acid and its derivatives (J).
  • a 2-pyrrolidinone-5-carboxylic acid and its derivatives Preference is given to the sodium, potassium, calcium, magnesium or ammonium salts in which the ammonium ion carries, in addition to hydrogen, one to three C 1 to C 4 -alkyl groups.
  • the sodium salt is most preferred.
  • the amounts used in the compositions according to the invention are preferably from 0.05 to 10% by weight, based on the total composition, particularly preferably from 0.1 to 5, and in particular from 0.1 to 3,% by weight.
  • compositions according to the invention may also contain plant extracts (L).
  • extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
  • Especially suitable for the use according to the invention are the extracts of green tea, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi and melon.
  • alcohols and mixtures thereof can be used as extraction agent for the preparation of said plant extracts water.
  • the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as sole extractant and in admixture with water, are preferred.
  • Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
  • the plant extracts can be used according to the invention both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
  • compositions according to the invention mixtures of several, especially two, different plant extracts.
  • compositions according to the invention contain penetration aids and / or swelling agents (M).
  • M penetration aids and / or swelling agents
  • M include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1, 2-diols and 1, 3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1, 2-hexanediol, 1, 2-dodecanediol, 1, 3-propanediol, 1 , 6-hexanediol, 1, 5-pentanediol, 1, 4-
  • short-chain carboxylic acids may additionally support the active substance complex (A).
  • Short-chain carboxylic acids and their derivatives in the context of the invention are understood to mean carboxylic acids which may be saturated or unsaturated and / or straight-chain or branched or cyclic and / or aromatic and / or heterocyclic and have a molecular weight of less than 750.
  • preference may be given to saturated or unsaturated straight-chain or branched carboxylic acids having a Chain length of 1 to 16 C atoms in the chain, most particularly those are those with a chain length of 1 to 12 C - atoms in the chain.
  • the short-chain carboxylic acids according to the invention may have one, two, three or more carboxy groups.
  • Preferred within the meaning of the invention are carboxylic acids having a plurality of carboxy groups, in particular di- and tricarboxylic acids.
  • the carboxy groups may be wholly or partly present as esters, acid anhydride, lactone, amide, imidic acid, lactam, lactim, dicarboximide, carbohydrazide, hydrazone, hydroxam, hydroxime, amidine, amidoxime, nitrile, phosphonic or phosphate ester.
  • the carboxylic acids used according to the invention may of course be substituted along the carbon chain or the ring skeleton.
  • the substituents of the carboxylic acids used according to the invention include, for example, C 1 -C 8 -alkyl, C 2 -C 8 -alkenyl, aryl, aralkyl and aralkenyl, hydroxymethyl, C 2 -C 8 -hydroxyalkyl, C 2 -C 8 -hydroxyalkenyl , Aminomethyl, C 2 -C 8 -aminoalkyl, cyano, formyl, oxo, thioxo, hydroxy, mercapto, amino, carboxy or imino groups.
  • Preferred substituents are C 1 -C 8 alkyl, hydroxymethyl, hydroxy, amino and carboxy groups.
  • substituents in the D position are hydroxy, alkoxy and amino groups, where the amino function may optionally be further substituted by alkyl, aryl, aralkyl and / or alkenyl radicals.
  • preferred carboxylic acid derivatives are the phosphonic and phosphate esters.
  • carboxylic acids examples include formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, glyceric acid, glyoxylic acid, adipic acid, pimelic acid, suberic acid, sebacic acid, propiolic acid, crotonic acid, isocrotonic acid , elaidic acid, maleic acid, fumaric acid, muconic acid, citraconic acid, mesaconic acid, camphoric acid, benzoic acid, o, m, p-phthalic acid, naphthoic acid, Toluoylklare, hydratropic acid, atropic acid, cinnamic acid, isonicotinic acid, nicotinic acid, Bicarbaminklad, 4,4 '- dicyano-6, 6
  • dicarboxylic acids of the general formula (NI) 1 additionally carry 1 to 3 methyl or ethyl substituents on the cyclohexene ring and dicarboxylic acids formed from the dicarboxylic acids according to formula (NI) formally by addition of a molecule of water to the double bond in the cyclohexene ring.
  • the dicarboxylic acids of the formula (N-I) can be prepared, for example, by reacting polyunsaturated dicarboxylic acids with unsaturated monocarboxylic acids in the form of a Diels-Alder cyclization.
  • a polyunsaturated fatty acid as the dicarboxylic acid component.
  • Preferred is the linoleic acid obtainable from natural fats and oils.
  • the monocarboxylic acid component in particular, acrylic acid, but also e.g. Methacrylic acid and crotonic acid are preferred.
  • mixtures of isomers are formed in which one component is present in excess. These isomer mixtures can be used according to the invention as well as the pure compounds.
  • the dicarboxylic acid (mixture), which is obtained by reacting linoleic acid with acrylic acid, has proved to be particularly effective according to the invention. It is a mixture of 5- and 6-carboxy-4-hexyl-2-cyclohexene-1-octanoic acid.
  • Such compounds are commercially available under the designations Westvaco Diacid 1550 Westvaco Diacid ® ® 1595 (manufacturer: Westvaco).
  • carboxylic acids used according to the invention which have been mentioned above by way of example, their physiologically tolerable salts can also be used according to the invention be used.
  • such salts are the alkali metal salts, alkaline earth metal salts, zinc salts and ammonium salts, which in the context of the present application also include the mono-, di- and trimethyl-, -ethyl- and -hydroxyethylammonium salts.
  • neutralized acids can very particularly preferably be used with alkaline-reacting amino acids, such as, for example, arginine, lysine, ornithine and histidine.
  • hydroxycarboxylic acids and here again in particular the dihydroxy-, trihydroxy- and polyhydroxycarboxylic acids as well as the dihydroxy, trihydroxy and polyhydroxy di-, tri- and polycarboxylic acids together with the active compound (A). It has been found that in addition to the hydroxycarboxylic acids, the hydroxycarboxylic acid esters and the mixtures of hydroxycarboxylic acids and their esters as well as polymeric hydroxycarboxylic acids and their esters can be very particularly preferred.
  • Preferred hydroxycarboxylic acid esters are, for example, full esters of glycolic acid, lactic acid, malic acid, tartaric acid or citric acid.
  • hydroxycarboxylic acid esters are esters of ⁇ -hydroxypropionic acid, tartronic acid, D-gluconic acid, sugar acid, mucic acid or glucuronic acid.
  • Suitable alcohol components of these esters are primary, linear or branched aliphatic alcohols having 8-22 C atoms, ie, for example, fatty alcohols or synthetic fatty alcohols.
  • the esters of C12-C15 fatty alcohols are particularly preferred.
  • Esters of this type are commercially available, eg under the trademark Cosmacol® ® EniChem, Augusta Industriale.
  • Particularly preferred polyhydroxypolycarboxylic acids are polylactic acid and polyuric acid and their esters.
  • silicone oils As a further class of substances, which is preferably contained in the agents according to the invention as an active ingredient, the silicone oils (S) may be mentioned. Silicone oils cause a wide variety of effects. For example, at the same time they influence the dry and wet combability, the grip of dry and wet hair and the shine. But also the softness and the elasticity of the film, which is formed by film-forming polymers on the hair for the purpose of strengthening and styling, is positively influenced by silicones.
  • silicone oils is understood by the person skilled in the art to mean several structures of organosilicon compounds. Initially, these are understood to mean the dimethiconols (S1). Dimethiconols form the first group of silicones which are particularly preferred according to the invention.
  • the dimethiconols which can be used 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 (S1 - 1): (SiOHR 1 2 ) - O - (SiR 2 Z - O -) x - (SiOHR 1 2 ) (S1 - I)
  • Branched dimethiconols can be represented by the structural formula (S1-II):
  • the radicals 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.
  • the groups represented by R 1 and R 2 include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, neopentyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-
  • R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, -CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 J 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 - Preferred as R 1 and R 2 are methyl Particularly preferred lauryl, stearyl and behenyl radicals are the C2 to C22 alkyl radicals The numbers x, y and z are integers and each independently run from 0 to 50,000 the Dim
  • 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, very particularly preferred viscosities lie between 10000 and 3000000 cps. The most preferred range is between 50,000 and 2,000,000 cps.
  • the teaching of the invention also includes that the dimethiconols may already be present as an emulsion.
  • the corresponding emulsion of the dimethiconols can be prepared both after the preparation of the corresponding dimethiconols from these and the usual methods of emulsification known to the person skilled in the art. This can be done as a tool cationic, anionic, nonionic or zwitterionic surfactants and emulsifiers are used as auxiliaries to prepare the corresponding emulsions.
  • the emulsions of the dimethiconols can also be prepared directly by an emulsion polymerization process. Such methods are also well known to the person skilled in the art. For example, reference may be made to the Encyclopedia of Polymer Science and Engineering, Volume 15, Second Edition, pages 204 to 308, John Wiley & Sons, Inc. 1989. This reference is expressly incorporated herein by reference.
  • the droplet size of the emulsified particles is preferably 0.01 ⁇ m to 10000 ⁇ m, preferably 0.01 to 100 ⁇ m, more preferably 0.01 to 20 ⁇ m, and most preferably 0.01 to 10 ⁇ m.
  • the particle size is determined by the method of light scattering.
  • branched dimethiconols are used, it is to be understood that the branching is greater than a random branching, which occurs by impurities of the respective monomers randomly.
  • branched dimethiconols are therefore to be understood as meaning that the degree of branching is greater than 0.01%.
  • a degree of branching is greater than 0.1%, and most preferably greater than 0.5%.
  • the degree of branching is determined from the ratio of unbranched monomers, that is, the amount of monofunctional siloxane, to the branching monomers, that is, the amount of tri- and tetrafunctional siloxanes. According to the invention, both low-branched and highly branched dimethiconols can be very particularly preferred.
  • 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 (S1) are preferably present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, particularly preferably from 0.1 to 7.5% by weight and in particular 0.1 to 5% by weight of dimethiconol, based on the composition.
  • the dimethiconols form a separate phase in the compositions according to the invention.
  • it may be appropriate to homogenize the composition shortly before use by shaking it in the short term.
  • the amount of dimethiconol may be up to 40% by weight, preferably in amounts of up to 25% by weight, based on the total composition.
  • Dimethicones (S2) form the second group of silicones, which are particularly preferred according to the invention.
  • the dimethicones which can be used 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 (S2-I): (SiR 1 3 ) -O- (SiR 2 2 -O- ) ⁇ - (SiR 1 3) (S2-I)
  • Branched dimethicones can be represented by the structural formula (S2 - II):
  • the radicals 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.
  • the groups represented by R 1 and R 2 include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, neopentyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals, such as cyclobutyl, Cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl,
  • R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, -CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 J 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 - Preferred as R 1 and R 2 are methyl Particularly preferred lauryl, stearyl and behenyl radicals are the C2 to C22 alkyl radicals The numbers x, y and z are integers and each independently run from 0 to 50,000 the Dim
  • 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, very particularly preferred viscosities lie between 10000 and 3000000 cps. The most preferred range is between 50,000 and 2,000,000 cps.
  • the teaching of the invention also includes that the dimethicones may already be present as an emulsion.
  • the corresponding emulsion of the dimethicones can be prepared both after the preparation of the corresponding dimethicones from these and the usual methods of emulsification known to the person skilled in the art.
  • both cationic, anionic, nonionic or zwitterionic surfactants and emulsifiers can be used as auxiliaries for the preparation of the corresponding emulsions.
  • the emulsions of dimethicones can also be prepared directly by an emulsion polymerization process. Such methods are also well known to the person skilled in the art. For example, reference may be made to the Encyclopedia of Polymer Science and Engineering, Volume 15, Second Edition, pages 204 to 308, John Wiley & Sons, Inc. 1989. This reference is expressly incorporated herein by reference.
  • the droplet size of the emulsified particles is preferably 0.01 ⁇ m to 10000 ⁇ m, preferably 0.01 to 100 ⁇ m, more preferably 0.01 to 20 ⁇ m, and most preferably 0.01 to 10 ⁇ m.
  • the particle size is determined by the method of light scattering.
  • branched dimethicones are used, it is to be understood that the branching is greater than a random branching caused by contamination of the respective Monomers happen to be created.
  • branched dimethicones are therefore to be understood as meaning that the degree of branching is greater than 0.01%.
  • a degree of branching is greater than 0.1%, and most preferably greater than 0.5%.
  • the degree of branching is determined from the ratio of unbranched monomers, that is, the amount of monofunctional siloxane, to the branching monomers, that is, the amount of tri- and tetrafunctional siloxanes. According to the invention, both low-branched and highly branched dimethicones can be very particularly preferred.
  • the dimethicones (S2) are preferably present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, particularly preferably from 0.1 to 7.5% by weight and in particular 0.1 to 5% by weight of dimethiconone based on the composition.
  • the dimethicones form a separate phase in the compositions according to the invention.
  • it may be appropriate to homogenize the composition shortly before use by shaking it in the short term.
  • the amount of dimethicone may be up to 40% by weight, preferably in amounts of up to 25% by weight, based on the total composition.
  • Dimethicone copolyols (S3) form another group of preferred silicones.
  • Dimethicone copolyols can be represented by the following structural formulas:
  • Branched dimethicone copolyols can be represented by the structural formula (S3-III):
  • the radicals 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.
  • the groups represented by R 1 and R 2 include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, neopentyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-
  • R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, -CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 J 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 -
  • R 1 and R 2 are methyl Particularly preferred among the C2 to C22 alkyl radicals are lauryl, stearyl and behenyl radicals PE is a polyoxyalkylene radical Preferred polyoxyalkylene radicals are derived from a
  • y and z are integers and are each independently from O 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 from 2 July 1, 1970.
  • Preferred viscosities are between 1,000 and 5,000,000 cps, with very particularly preferred viscosities between 10,000 and 3,000,000 cps. The most preferred range is between 50,000 and 2,000,000 cps.
  • the teaching of the invention also includes that the Dimethiconcopolymere can already be present as an emulsion.
  • the corresponding emulsion of the dimethicone copolyols can be prepared both after the preparation of the corresponding dimethicone copolyols from these and the usual methods of emulsification known to the person skilled in the art.
  • both cationic, anionic, nonionic or zwitterionic surfactants and emulsifiers as Auxiliaries are used as an aid for the preparation of the corresponding emulsions.
  • the emulsions of dimethicone copolyols can also be prepared directly by an emulsion polymerization process.
  • the droplet size of the emulsified particles is preferably 0.01 ⁇ m to 10000 ⁇ m, preferably 0.01 to 100 ⁇ m, more preferably 0.01 to 20 ⁇ m, and most preferably 0.01 to 10 ⁇ m.
  • the particle size is determined by the method of light scattering.
  • branched dimethicone copolyols are used, it is to be understood that the branching is greater than a random branching, which occurs by impurities of the respective monomers randomly.
  • branched dimethicone copolyols are therefore to be understood as meaning that the degree of branching is greater than 0.01%.
  • a degree of branching is greater than 0.1%, and most preferably greater than 0.5%.
  • the degree of branching is determined from the ratio of unbranched monomers, that is, the amount of monofunctional siloxane, to the branching monomers, that is, the amount of tri- and tetrafunctional siloxanes.
  • both low-branched and highly branched dimethicone copolyols can be very particularly preferred.
  • the dimethicone copolyols (S3) are preferably present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, particularly preferably from 0.1 to 7.5% by weight and in particular 0.1 to 5% by weight of dimethicone copolyol based on the composition.
  • the dimethicone copolyols it is also possible for the dimethicone copolyols to form a separate phase in the compositions according to the invention.
  • the amount of Dimethiconcopolyol up to 40 wt.%, Preferably in amounts of up to 25 wt.% Based on the total composition.
  • Aminofunctional silicones or also called amodimethicones (S4), are silicones which have at least one (optionally substituted) amino group.
  • Such silicones may be represented, for example, by the formula (S4-I) M (R a Q b Si0 (4 .a b) / 2 ) x (R c SiO 4 (4) / 2 ) y M (S 4 -1)
  • R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6 carbon atoms
  • Q is a polar radical of the general formula -R 1 HZ, wherein R 1 is a divalent connecting group attached to hydrogen and the Z is an organic, amino-functional radical containing at least one amino-functional group, carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms;
  • "a” assumes values in the range of about 0 to about 2
  • "b” assumes values in the range of about 1 to about 3
  • "a” + “b” is less than or equal to 3
  • "c” is a number in the range from about 1 to about 3
  • x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25
  • 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 1,000
  • M is a suitable silicone end
  • Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur containing radicals such as mercaptoethyl, mercaptopropyl,
  • R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, - CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 J 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 -.
  • Z is an organic, amino-functional radical containing at least one functional amino group.
  • a possible formula for Z is NH (CH 2 ) Z NH 2 , wherein z is 1 or more.
  • Another possible formula for Z is -NH (CH 2 ) Z (CH 2 ) zz NH, wherein both z and zz are independently 1 or more, this structure comprising diamino ring structures, such as piperazinyl.
  • Z is most preferably a -NHCH 2 CH 2 NH 2 radical.
  • Z is -N (CH 2 ) Z (CH 2 ) Z zNX 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 is most preferably a polar, amine functional group of the formula CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 .
  • "a" assumes values in the range of about 0 to about 2
  • "b” assumes values in the range of about 2 to about 3
  • "a" + "b” is less than or equal to 3
  • a - b ) / 2 units to the R 0 SiO (4-C) / 2 units is in the range from about 1: 2 to 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 can be used Substituents in the above formula may be different for the various silicone components present in the silicone blend.
  • Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (S4-II)
  • G is -H, a phenyl group, -OH, -O-CH 3 , -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 ;
  • a is a number between O and 3, in particular O;
  • b is a number between O and 1, in particular 1,
  • m and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably assumes values from 1 to 2000, in particular from 1 to 10,
  • R ' is a monovalent radical selected from o -N (R ") - CH 2 -CH 2 - N (R") 2 o -N (R ") 2 -N + o (R 11 Y 3 A- -N o + H (R ") 2 A " o -N + H 2 (R ") A- o -N (R 11 J-CH 2 -CH 2 -N + R 11 H 2 A ' , where each R" is the same or different radicals from the group -H, -.
  • Ci 20 alkyl radicals preferably -CH 3, -CH 2 CH 3, - CH 2 CH 2 CH 3, -CH (CH 3 J 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
  • A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • Particularly preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (S4-III)
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n preferably values of 0 to 1999 and in particular of 49 to 149 and m preferably values of 1 to 2000 , in particular from 1 to 10 assumes.
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration.
  • compositions according to the invention which are characterized in that they contain an amino-functional silicone of the formula (S4-IV) are also particularly preferred.
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150 , where the sum (n1 + n2) preferably assumes 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.
  • silicones are referred to as amodimethicones according to the INCI declaration.
  • agents according to the invention are preferred in which the amino-functional silicone has an amine number above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g ,
  • the amine number stands for the milliequivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • the amodimethicones (S4) are preferably present in the compositions according to the invention in amounts of from 0.01 to 10% by weight, preferably from 0.01 to 8% by weight, more preferably from 0.1 to 7.5% by weight and in particular 0.1 to 5% by weight of amodimethicone based on the composition.
  • the amodimethicones it is also possible for the amodimethicones to form a separate phase in the compositions according to the invention.
  • This possibility arises in principle in all compositions, but according to the invention is preferably realized in the compositions B and C.
  • the amount of amodimethicone may be up to 40% by weight, preferably in amounts of up to 25% by weight, based on the total composition.
  • compositions of the invention may contain at least one polyammonium-polysiloxane compound, which is constructed as described below.
  • the polyammonium-polysiloxane compounds contain:
  • A is one of the groups: -CH 2 C (O) O-, -CH 2 CH 2 C (O) O-, -CH 2 CH 2 CH 2 C (O) O-, -OC (O) CH 2 -, -OC (O) CH 2 CH 2 - and / or -OC (O) CH 2 CH 2 CH 2 -,
  • a ' means: -CH 2 C (O) -, -CH 2 CH 2 C (O) -, -CH 2 CH 2 CH 2 C (O) -, -C (O) CH 2 -,
  • E represents a polyalkylene oxide group of the general formulas:
  • S represents -Si (R 1) 2 -O [-Si (R 1) 2 -O] n-Si (R 1) 2 - and wherein R 1 is C 22 -alkyl r C, C r C 22 -fluoroalkyl or aryl, n is 0 to 1000, and when there are several groups S in the polysiloxane compound, they may be the same or different, where K is a divalent or trivalent straight-chain, cyclic or branched C 2 -C 40 -
  • Hydrocarbon radical which is represented by -O-, -N-, -NR 1 -, -C (O) -, -C (S) -, -N + (R 3 ) - and -N + (R 1 ) (R 3 ) - interrupted and substituted with -OH, wherein R 1 is as defined above, or optionally a bond to a divalent radical R 3 , and wherein R 3 is a monovalent or divalent straight-chain, cyclic or branched C 1 -C 20 -
  • a hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted by -OH, or -AER 2 , wherein A, E and R is as defined above in which the radicals K can be identical or different from one another, and in the case that K represents a trivalent radical, the saturation of the third valence takes place via a bond to the abovementioned organic radical which contains at least one ammonium group,
  • the polysiloxane compounds which can be used according to the invention are characterized in that they have the above-defined components a1) to a4).
  • the polysiloxane compounds are formed by binding of said structural units or radicals a1) to a3) to each other.
  • Component a4) serves to neutralize the positive charges resulting from component a2).
  • the polysiloxane compounds which can be used according to the invention can be oligomers or polymeric compounds. Oligomeric compounds also include the case described below wherein the polysiloxane compound has only one repeating unit.
  • Polysiloxane compounds which can be used according to the invention are naturally formed by alternating linkage of divalent radicals.
  • the terminal atom groups result from the terminal atom groupings of the starting materials used. This is known per se to the person skilled in the art.
  • the polymeric polysiloxane compounds which can be used according to the invention are linear polyammonium polysiloxane compounds which are composed of the structural components a1) to a3).
  • the linear polymeric polysiloxane compounds which can be used according to the invention in particular their linear polymeric backbone formed from the repeating units, can be built up by alternating series of polyalkylene oxide structural units a1), organic radicals containing at least one, preferably quaternary ammonium group a2) and polysiloxane structural units a3) , That is, the optionally present in the structural components beyond free valences (as may occur in trivalent radicals as component a2) or trivalent radicals K) are preferably not used to build polymeric side chains or polymeric branches.
  • the main chain of the linear polymeric polysiloxane compounds which can be used according to the invention can be synthesized from the organic radicals which contain at least one ammonium group a2) and the polysiloxane structural units a3), and the polyalkylene oxide structural units a1) bind as side chains to the trivalent organic ammonium group radical ,
  • polysiloxane compounds which can be used according to the invention can be obtained which have only one repeating unit. This is known per se to the person skilled in the art. This case leads, for example, to inventively employable polysiloxane compounds of the structure:
  • the polysiloxane compounds which can be used according to the invention preferably consist essentially of the components a1) to a4), the polymeric polysiloxane compounds which can be used according to the invention naturally having the terminal groups resulting from the reaction of the monomeric starting materials. However, it is also possible to use monofunctional chain terminators.
  • polyalkylene oxide structural units a) may be divalent radicals of the general formulas:
  • the rest A ' means:
  • Such may be random ethylene oxide / propylene oxide copolymer groups or ethylene oxide / propylene oxide block copolymer groups with any arrangement of one or more ethylene oxide or propylene oxide blocks.
  • the polyalkylene oxide structural units a1) can furthermore be a monovalent, ie terminal polyalkylene oxide structural unit of the formula - AER 2 in which A and E have the abovementioned meaning, and R 2 is H, straight-chain, cyclic or branched C 1 C 20 - hydrocarbon radical which may be interrupted by -O- or -C (O) - and substituted with -OH and acetylenic, olefinic or aromatic.
  • the component a2) from which the polysiloxane compounds which can be used according to the invention are at least one divalent or trivalent organic radical which contains at least one ammonium group.
  • the binding of the radical to the other components of the polysiloxane compounds which can be used according to the invention preferably takes place via the nitrogen atom of one or more ammonium groups in the organic radical.
  • divalent or trivalent means that the organic ammonium radical is particularly suitable for the formation of bonds has the remaining components of the present invention can be used polysiloxane two or three free valences.
  • the ammonium radical is expediently represented by an NH 4 + group in which at least two hydrogen atoms are substituted by organic groups.
  • quaternary ammonium group is by general definition (see, for example, Römpp Chemie Lexikon) a group in which all four hydrogen atoms of an NH 4 + group are replaced by organic radicals.
  • Component a2) of the polysiloxane compounds which can be used according to the invention is at least one polysiloxane structural unit of the general formula:
  • S is a polysiloxane group of the general formula
  • R 1 is preferably C 1 -C 18 alkyl, C r C 18 fluoroalkyl and aryl.
  • R 1 is preferably C 1 -C 18 -alkyl, C 1 -C 6 -fluoroalkyl and aryl.
  • R 1 is preferably C 1 -C 6 -alkyl, C 1 -C 6 -fluoroalkyl, more preferably C 1 -C 4 -fluoroalkyl, and phenyl. More preferably, R 1 is methyl, ethyl, trifluoropropyl and phenyl.
  • C 1 -C 22 -alkyl in the context of the present invention means that the aliphatic hydrocarbon groups have 1 to 22 carbon atoms, which may be straight-chain or branched. Examples which may be mentioned are methyl, ethyl, propyl, n-butyl, pentyl, hexyl, heptyl, nonyl, decyl, undecyl, isopropyl, neopentyl and 1,2,3 trimethylhexyl.
  • C 1 -C 22 -fluoroalkyl in the context of the present invention means aliphatic hydrocarbon compounds having 1 to 22 carbon atoms which may be straight-chain or branched and are substituted by at least one fluorine atom, by way of example monofluoromethyl, monofluoroethyl, 1,1,1-trifluoroethyl, perfluoroethyl , 1,1,1-trifluoropropyl, 1,2,2-trifluorobutyl.
  • aryl in the context of the present invention are unsubstituted or mono or polysubstituted with OH, F, Cl, CF 3 C r C 6 alkyl, C r C 6 alkoxy, C 3 -C 7 - cycloalkyl, C 2 -C 6 alkenyl or phenyl substituted phenyl.
  • the term may optionally also mean naphthyl.
  • K represents a bivalent or trivalent straight-chain, cyclic or branched C 2 -C 40 hydrocarbon radical which is represented by -O-, -NH-, -N-, C (O) -, -C (S) -, -N + (R 3 ) -, -NR 1 -, and -N + (R 1 J (R 3 ) - may be interrupted and substituted with -OH.
  • Interrupted means that in the case of bivalent radicals a - CH 2 grouping in the case of trivalent radicals a -CH- grouping of the hydrocarbon radical are replaced by said groups. This also applies to the rest of the description, if this name is used.
  • the group K binds via a carbon atom to the silicon atom of the group S.
  • the group K can, as seen above, also preferably have quaternary ammonium groups, so that ammonium groups result in addition to the ammonium groups in said component a2) in the polysiloxane compounds which can be used according to the invention.
  • the polysiloxane compounds which can be used according to the invention can have amino groups, for example in the radical K.
  • the reaction of the polysiloxane compounds which can be used according to the invention with acids leads to their protonation.
  • Such protonated Amino-containing polysiloxane compounds are included within the scope of the present invention.
  • the bonding of component a3), the polysiloxane structural unit -K-S-K-, to the other structural components via the radical K preferably does not take place via a nitrogen atom of the radical K.
  • R 1 is as defined above or optionally represents a bond to a divalent radical R 3 , so that a cycle results.
  • R 3 represents a monovalent or divalent straight-chain, cyclic or branched C 1 -C 2O -, the hydrocarbon group replaced by -O-, -NH-, -C (O) - and substituted with -OH -, -C (S) may be, or -AER 2 , wherein A, E and R 2 are as defined above.
  • the radicals K can be identical or different from one another, and in the case where K represents a trivalent radical, the saturation of the third valence takes place via a bond to the abovementioned organic radical which contains at least one ammonium group.
  • the polysiloxane compounds which can be used according to the invention furthermore contain component a4), at least one organic or inorganic anionic acid radical for neutralizing the charges resulting from the (n) ammonium group (s).
  • Organic or inorganic acid radicals are radicals that formally result from the elimination of one or more protons from organic or inorganic acids and include, for example, halides such as fluoride, chloride, bromide, sulfates, nitrates, phosphates, carboxylates such as formate, acetate, propionate etc., sulfonates, sulfates, polyether carboxylates and polyether sulfates etc. Chloride is preferred.
  • the organic or inorganic anionic acid radicals as component a4) of the polysiloxane compounds which can be used according to the invention may be identical or different from one another.
  • halide ions preferably result from the reaction of the amines with alkyl halides, while, for example, carboxylates result from the carboxylic acids which can be added in the reaction of bisepoxides with amines.
  • K is a bivalent or trivalent straight-chain, cyclic or branched C 2 -C 40 hydrocarbon radical which is represented by -O-, -NH-, -N-, -NR 1 -, -C (O) -, - C (S) - may be interrupted and substituted with -OH, wherein R 1 is as defined above, and wherein the radicals K may be the same or different from each other.
  • the abovementioned organic radical which contains at least one, preferably quaternary ammonium, group is preferably a radical of the general formula:
  • N 1 is a quaternary ammonium group of the general formula - (R 4 JN + (R 5 ) -, wherein R 4 represents a monovalent or divalent straight, cyclic or branched C 1 -C 20 hydrocarbon radical which is represented by -O-, -NH-, -C (O) -,
  • -C (S) - may be interrupted and substituted with -OH
  • R 5 is a monovalent straight-chain, cyclic or branched C 1 -C 20 -hydrocarbon radical represented by -O-, -NH-, -C (O) -, - C (S) - may be interrupted and substituted by -OH, or a single bond to a divalent radical R 4 or a tetravalent radical F, and the radicals R 4 and R 5 within the group -N 1 -FN 1 - and in the polysiloxane compound may be the same or different from each other,
  • F is a divalent or tetravalent straight-chain, cyclic or branched C 2 -C 30 hydrocarbon radical which is represented by -O-, -NH-, -N-, - C (O) -, -C (S) -, a siloxane chain S , wherein for S the above-mentioned references apply, can be interrupted and substituted with -OH.
  • organic radical containing at least one, preferably quaternary ammonium, group may further preferably a radical of the general formula
  • R 6 is a monovalent or divalent straight-chain, cyclic or branched C 1 -C 30 -
  • Hydrocarbon radical which is represented by -O-, -NH-,
  • -C (O) -, -C (S) - may be interrupted and substituted with -OH, or R 6 represents a
  • R 7 is a monovalent straight-chain, cyclic or branched C T -Czo hydrocarbon radical which may be interrupted by -O-, -NH- -C (O) -, -C (S) - and substituted by -OH, or AER 2 in which -AER 2 has the abovementioned meaning, or a single bond to a divalent radical R 6 or to a trivalent radical K.
  • the radicals R 6 and R 7 may be identical or different from one another.
  • the aforementioned organic radical containing at least one ammonium group may further preferably be a radical of the general formula:
  • N 5 is an ammonium group of the general formula
  • R 23 is hydrogen, a monovalent or divalent straight-chain, cyclic or branched C 1
  • C 20 represents hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted by -OH,
  • R 24 is hydrogen, a monovalent straight-chain, cyclic or branched C 1 - C 20 -
  • Hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) and substituted by -OH, or represents a single bond to a divalent radical R 23 , and the
  • Radicals R 23 and R 24 within the group -N 5 -F 1 -N 5 - as well as in the polysiloxane compound may be the same or different from each other,
  • F 1 represents a divalent straight-chain, cyclic or branched -N hydrocarbon radical which is interrupted by -O-, -NH-, -C (O) -, -N-, -C (S) - or by a group -E- can be,
  • components a) of the active substance complex which can be used according to the invention are described in more detail with reference to five preferred embodiments of these compounds.
  • a particular embodiment of the polyammonium-polysiloxane compounds (which will be referred to as the first embodiment of component a) of the active ingredient complex), wherein the aforementioned organic radical containing at least one, preferably quaternary ammonium, as component a2) of the polysiloxane used in this invention represents a radical of the general formula: -N 1 -FN 1 - is represented by the polysiloxane compounds of the following general formula (I): '
  • B represents -AEKSKEA- and additionally optionally -AE-A'- and -A'-EA-, wherein S, K, -AE-; - EA, -AE-A 'and -A'-EA and -N 1 -FN 1 - are as defined above, and the
  • Proportion of the group -AE-A 'or -A'-EA- in the group B can be chosen so that the mass of -AE-A'- or -A'-EA- from 0 to 90%, preferably 0% or 0.1 to 50% of the mass of the
  • Polysiloxane content S in the polymer is Polysiloxane content S in the polymer.
  • the first embodiment of the polyammonium-polysiloxane compounds preferably relates to linear alkylene-oxide-modified polyquaternary polysiloxanes of the general formula (I 1 )
  • R 1 is C 1 -C 22 -alkyl, C r C 22 -fluoroalkyl or aryl, n is 0 to 1000,
  • K is a divalent straight-chain, cyclic or branched C 2 -C 20 hydrocarbon radical which is interrupted by -O-, -NH-, -NR 1 -, -C (O) -, -C (S) and substituted by - OH can
  • E is a polyalkylene oxide unit of the structure
  • A is -CH 2 C (O) O-, -CH 2 CH 2 C (O) O- or -CH 2 CH 2 CH 2 C (O) O-,
  • N 1 is a quaternary ammonium structure
  • R 4 represents a monovalent or divalent straight chain, cyclic or branched dC 2 o hydrocarbon radical which is interrupted by O-, -NH, -C (O) -, -C (S) - and. may be substituted with -OH
  • R 5 represents R 4 or a single bond to R 4 or F,
  • F is a divalent or tetravalent straight-chain, cyclic or branched C 2 -C 30 hydrocarbon radical which is represented by -O-,
  • a siloxane chain S where S is the above-mentioned references, may be interrupted and substituted with -OH.
  • F can form a branched or ring system with the limiting N 1 , so that F then participates with two bonds at each quaternization of both limiting N 1 .
  • F can form a branched or ring system with the limiting N 1 , so that F then participates with two bonds at each quaternization of both limiting N 1 .
  • the possibility of a divalent substructure for R 4 means that in these cases it is a cyclic-structure-forming structure in which R 5 in this case is a single bond to R 4 .
  • Examples are morpholinyl and piperidinyl structures.
  • R 4 is preferably -CH 3 , -CH 2 CH 3 , - (CH 2 J 2 CH 3 , - (CH 2 ) 3 CH 3 , - (CH 2 ) 5 CH 3 , -CH 2 CH 2 OH, - CH 2 CH 2 NHCO-R 14 or -CH 2 CH 2 CH 2 NHCO-R 14 , wherein R 14 is a straight-chain, cyclic or branched C 1 -C 8 -hydrocarbon radical represented by -O-, -NH-, -C (O) -, -C (S) - may be interrupted and substituted with -OH.
  • R 4 and R 5 can also together form a cyclic structure of the formulas
  • R 1 in the so-called first embodiment of the polysiloxane compounds can be referred to the above statements.
  • R 4 is preferably a monovalent or divalent straight-chain, cyclic or branched C 1 -C 16 -, preferably C 3 - C 16 - hydrocarbon radical, interrupted by -O-, -NH-, -C (O ) -, -C (S) - and may be substituted by -OH, more preferably a C 3 - C 16 -hydrocarbon radical represented by -O-, -NH-, -NR 1 -, -C (O) -, -C (S) - may be interrupted and substituted with -OH, wherein R 1 has the abovementioned meaning.
  • F is preferably a divalent or tetravalent straight-chain, cyclic or branched C 2 -C 20 -hydrocarbon radical which is represented by -O-, -NH-, -N-, - C (O) -, -C (S), a siloxane chain S, where S is the above-mentioned references, interrupted and can be substituted with -OH.
  • R 14 is preferably unsubstituted C 5 -C 17 -hydrocarbon radicals derived from the corresponding fatty acids or hydroxylated C 3 -C 17 radicals which can be attributed to hydroxylated carboxylic acids, preferably saccharide carboxylic acids.
  • R 14 furthermore preferably represents hydroxylated radicals from the group consisting of
  • m is 2 to 100, preferably 2 to 50.
  • n is 0 to 1000, preferably 0 to 100, more preferably 0 to 80, and most preferably 10 to 80.
  • q is 1 to 200, preferably 1 to 50, more preferably 2 to 20 and particularly preferably 2 to 10.
  • r is 0 to 200, preferably 0 to 100, more preferably 0 to 50, and even more preferably 0 to 20.
  • a particular embodiment of the invention (which is referred to below as the so-called second embodiment of the polysiloxane compounds) is represented by the polysiloxane compounds of the general formula (II),
  • N 2 is an organic radical containing at least one quaternary ammonium group, the general formula
  • R 8 is a monovalent or divalent straight-chain, cyclic or branched Ci- C 2 o-hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted by -OH .
  • R 9 a monovalent straight chain, cyclical or branched C 1 -C 2O - hydrocarbon radical, interrupted by -O-, -NH-, -C (O) -, -C (S) - interrupted and with - OH may be substituted, or represents a single bond to a divalent radical R 8 or to a trivalent radical K, and the radicals R 8 and R 9 within the polysiloxane compound of the general formula (II) may be identical or different from one another.
  • the polysiloxane compounds of the second embodiment are preferably (D, D-alkylene oxide and polyquartemär modified polysiloxanes of the general formula (H '),
  • -NR 1 -, -C (O) -, -C (S) - may be interrupted and substituted with -OH, N 2 is a quaternary ammonium structure
  • R 8 is a monovalent or divalent straight-chain, cyclic or branched C 1 -C 2 o-hydrocarbon radical which may be interrupted by -O-, -NH-, C (O) -, -C (S) - and substituted by -OH .
  • R 9 R 8 or a single bond to K or R 8 , A is -CH 2 C (O) O-, -CH 2 CH 2 C (O) O- or -CH 2 CH 2 CH 2 C (O) O-
  • E is a polyalkylene oxide unit of the structure
  • R 16 H, straight-chain, cyclic or branched CrC 2 o-hydrocarbon radical interrupted by -O-, or -C (O) - and
  • -OH can be substituted and acetylenic, olefinic or aromatic.
  • K can be branched and then participates with two bonds in the quaternization of N 2 .
  • divalent substructure for R 8 means that in these cases it is a cyclic-structure-forming structure, where R 9 is then a single bond to R 2 .
  • R 8 is preferably -CH 3 , -CH 2 CH 3 , - (CH 2 ) 2 CH 3 , - (CH 2 ) 3 CH 3 , - (CH 2 ) 5 CH 3 , -CH 2 CH 2 OH -CH 2 CH 2 NHCO-R 17 or -CH 2 CH 2 CH 2 NHCO-R 17 , wherein R 17 is a straight-chain, cyclic or branched C 1 -C 18 -hydrocarbon radical which is represented by -O-, -NH-, -C (O ) -, -C (S) - may be interrupted and substituted with -OH.
  • R 8 and R 9 can also together form a cyclic structure of the formulas CH 2 -CH 2 CH 2 -CH 2
  • K is preferably a divalent or trivalent straight-chain, cyclic or branched C 3 -C 16 hydrocarbon radical which is represented by -O-, -NH-, -NR 1 -, -N-, -C ( O) -, -C (S) - may be interrupted and substituted with -OH, wherein R 1 is as defined above.
  • Preferred for K are, for example, radicals of the following structures: -CH 2 CH 2 CH 2 - -CH 2 CH 2 CH 2 OCH 2 CHOHCH 2 - or
  • R 8 is preferably a monovalent or divalent straight-chain, cyclic or branched C 1 -C 16 -hydrocarbon radical which is interrupted by -O-, -NH-, -C (O) 1 -C (S) - and substituted by -OH can.
  • R 16 is preferably a straight-chain, cyclic or branched C 1 -C 18 -hydrocarbon radical which may be interrupted by -O- or -C (O) - and substituted by -OH and may be acetylenic or olefinic.
  • -CH 2 CH (OH) CH 2 OCH 2 CH CH 2 , -CH 2 CCH, -C (O) CH 3 , -C (O) CH 2 CH 3 .
  • R 17 preferably represents unsubstituted C 5 -C 17 -hydrocarbon radicals which are derived from the corresponding fatty acids or hydroxylated C 3 -C 7 radicals which can be attributed to hydroxylated carboxylic acids, preferably to saccharidecarboxylic acids.
  • R 17 is particularly preferably selected from the group
  • n is preferably 0 to 200, more preferably 0 to 80, particularly preferably 10 to 80.
  • q is preferably 1 to 50, more preferably 2 to 20, and particularly preferably 2 to 10.
  • r is preferably 0 to 100, and more preferably 0 to 50.
  • r is preferably 0 to 20, and more preferably 0 to 10.
  • polyammonium-polysiloxane compounds a) as an essential constituent of the active substance complex which can be used according to the invention (which will be referred to as the so-called third embodiment of the polysiloxanes) is represented by the polysiloxane compounds of the general formula (III): [KSKN 3 ] III)
  • N 3 is an organic radical containing at least one quaternary ammonium group of the general formula
  • R 10 is a monovalent straight-chain, cyclic or branched C r C 30 hydrocarbon radical represented by -O-, -NH-, -C (O) -, -C (S) - may be interrupted and substituted by -OH or represents a single bond to K
  • R 11 is -AER 2 , wherein -AER 2 has the abovementioned meaning.
  • the polysiloxane compounds of the third embodiment are preferably alkylene oxide-modified polyparternary polysiloxanes of the general formula (IH ' ), - [KSKN 3 Jm- (III ' ), where m is 2 to 500,
  • A is -CH 2 C (O) O-, -CH 2 CH 2 C (O) O- or - CH 2 CH 2 CH 2 C (O) O- and E is a polyalkylene oxide unit of structure
  • R 18 is H, straight-chain, cyclic or branched dC ⁇ -hydrocarbon radical which may be interrupted by -O- or -C (O) - and substituted by -OH and may be acetylenic, olefinic or aromatic, and
  • K is a divalent or trivalent straight-chain, cyclic or branched C 2 -C 40 hydrocarbon radical which is represented by -O-, -NH-, -NR 1 -, -N-, -C (O) -, -C (S) - may be interrupted and substituted with -OH or contains a quaternary ammonium structure N 5 , with N 5 meaning - (R 19 JN + (R 20 ) -
  • R 19 is a monovalent or divalent straight-chain, cyclic or branched CrC 20 hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted by -OH or a single bond to R 10 and R 20 is -AE- which is as defined above.
  • R 10 and R 19 are independently of one another preferably -CH 3 , -CH 2 CH 3 , - (CHz) 2 CH 3 , - (CH 2 ) 3 CH 3 , - (CH 2 ) 5 CH 3 , -CH 2 CH 2 OH, -CH 2 CH 2 NHCOR 21 or - CH 2 CH 2 CH 2 NHCOR 21 , wherein R 21 is a straight-chain, cyclic or branched C 1 -C 8 -hydrocarbon radical which is represented by -O-, -NH-, -C ( O) -, -C (S) - may be interrupted and substituted with -OH.
  • a bivalent substructure for R 10 is a cyclic system-forming structure wherein R 10 then has a single bond to K, preferably a tertiary amino structure or the quaternary structure N 5 over R 19 .
  • R 1 in the so-called third embodiment of the polysiloxanes can be referred to the above statements.
  • R 10 is a monovalent or divalent straight-chain, cyclic or branched C 1 -C 25 -hydrocarbon radical interrupted by -O-, -NH-, -C (O) -, -C (S) - and with -OH may be substituted.
  • R 19 is a monovalent or divalent straight chain, cyclic or branched C 1 -C 25 hydrocarbon radical which is interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted by -OH can be.
  • K is furthermore preferably a divalent or trivalent straight-chain, cyclic or branched C 3 -C 30 -hydrocarbon radical which is represented by -O-, -NH-, -NR 1 -, -N-, -C ( O) -, -C (S) - may be interrupted and substituted with -OH, more preferably K is -CH 2 CH 2 CH 2 OCH 2 CHOHCH 2 -,
  • R 21 is an unsubstituted C 1 -C 12 hydrocarbon radical derived from the corresponding fatty acids or having hydroxylated C 3 -C 7 radicals and derived from the group of hydroxylated carboxylic acids, preferably saccharide carboxylic acids.
  • R 21 is:
  • m is preferably 2 to 100, and more preferably 2 to 50
  • n is 0 to 100, preferably 0 to 80, and particularly preferably 10 to 80
  • q is 1 to 50, preferably 2 to 50 particularly preferably 2 to 20, and more preferably q is 2 to 10
  • r is 0 to 100, preferably 0 to 50, more preferably 0 to 20, and even more preferably r is 0 to 10.
  • polysiloxanes which is referred to below as the so-called fourth embodiment of the polysiloxanes to be used according to the invention
  • N 4 is an organic radical containing at least one quaternary ammonium group of the general formula - (R 12 JN + (R 13 ) - wherein R 12 is a monovalent or divalent straight-chain, is cyclic or branched (VC ⁇ o-hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted with -OH,
  • R 13 may have the meanings of R 12 , or represents a single bond to K or R 12 , and the radicals R 12 and R 13 may be the same or different from each other.
  • the polysiloxane compounds of the fourth embodiment are N-siloxane compounds of the fourth embodiment.
  • R 1 is Ci-C 22 alkyl, C r C 22 fluoroalkyl or aryl, n O to 1000, K is a divalent or trivalent straight-chain, cyclic or branched C 2 -C 20 -
  • N is a quaternary ammonium structure - (R 12 ) N + (R 13 ) -, wherein R is 12 is a monovalent or divalent straight-chain, cyclic or branched C 1 -C 4 -hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted by -OH,
  • R 13 is R 12 or a single bond to K or R 12 ,
  • A is -CH 2 C (O) O-, -CH 2 CH 2 C (O) O- or -CH 2 CH 2 CH 2 C (O) O-
  • K can be branched and then be involved with two bonds in the quaternization of N 4 .
  • R 12 The possibility of a divalent substructure for R 12 means that in these cases it is a cyclic-structure-forming structure, where R 13 is then a single bond to R 12 .
  • R 12 is preferably -CH 3 , -CH 2 CH 3 , - (CH 2 ) 2 CH 3 , - (CH 2 J 3 CH 3 , - (CH 2 ) 5 CH 3 ,
  • R 22 is a straight-chain, cyclic or branched C 1 -C 4 -hydrocarbon radical which is represented by -O-, -NH- , -C (O) -, -C (S) - may be interrupted and substituted with -OH.
  • R 12 and R 13 may also together form a cyclic structure of the formulas
  • R 12 is a monovalent or divalent straight-chain, cyclic or branched C 1 - C 6 hydrocarbon radical, interrupted by -O-, -NH-, -C (O) -, -C (S) - interrupted and substituted by -OH can be.
  • K is preferably a divalent or trivalent straight-chain, cyclic or branched C 3 -C 16 -hydrocarbon radical which is represented by -O-, -NH-, -NR 1 -, -N-, -C ( O) -, -C (S) - may be interrupted and substituted with -OH, more preferably K is -CH 2 CH 2 CH 2 -, -CH 2 CH 2 CH 2 OCH 2 CHOHCH 2 - or
  • R is an unsubstituted C -C hydrocarbon radical derived from the corresponding fatty acids or having hydroxylated C -C 17 radicals which may be attributed to hydroxylated carboxylic acids, preferably saccharide carboxylic acids.
  • m is preferably 2 to 100, and particularly preferably 2 to 50.
  • n is 0 to 100, preferably 0 to 80, and particularly preferably 10 to 80.
  • q is 1 to 50, preferably 2 to 50, and particularly preferably 2 to 20, more preferably q is 2 to 10.
  • r is 0 to 100, preferably 0 to 50, and more preferably 0 to 20, more preferably r is 0 to 10.
  • C 1 -C 22 -alkyl or C -Ca-hydrocarbon radical as used above means aliphatic in the context of the present invention
  • Hydrocarbon compounds having 1 to 22 carbon atoms or 1 to 30 carbon atoms which may be straight-chain or branched. Examples which may be mentioned are methyl, ethyl, propyl, n-butyl, pentyl, hexyl, heptyl, nonyl, decyl, undecyl, isopropyl, neopentyl, and 1,2,3-trimethylhexyl.
  • C 1 -C 22 fluoroalkyl in the context of the present invention means aliphatic hydrocarbon compounds having 1 to 22 carbon atoms which may be straight-chain or branched and are substituted by at least one fluorine atom.
  • monofluoromethyl, monofluoroethyl, 1,1,1-trifluoroethyl, perfluoroethyl, 1,1,1-trifluoropropyl, 1,2,2 trifluorobutyl are listed.
  • aryl as used above means in the context of the present invention unsubstituted or mono- or polysubstituted by OH, F, Cl, CF 3 dC 6 alkyl, C 1 -C 6 -alkoxy, C 3 -C 7 - Cycloalkyl, C 2 -C 6 alkenyl or phenyl substituted phenyl.
  • the term may optionally also mean naphthyl.
  • polysiloxanes which can be used according to the invention as constituent a) of the active substance complex which can be used according to the invention (which is referred to below as the so-called fifth embodiment of the polysiloxanes) is represented by the polysiloxanes of the general formula (V):
  • N 5 is an ammonium group of the general formula - (R 23 ) N + (R 24 ) -, in which
  • R 23 represents hydrogen, a monovalent or divalent straight, cyclic or branched C r C 2 o hydrocarbon radical which is interrupted by -O-, -NH-, -C (O) -, -C (S) - and with -OH may be substituted
  • R 24 represents hydrogen, a monovalent straight-chain, cyclic or branched C 1 -C 20 hydrocarbon radical which may be interrupted by -O-, -NH-, - C (O) -, C (S) - and substituted by -OH or is a single bond to a divalent radical R 23 , and the radicals R 23 and R 24 within the group - N 5 -F 1 -N 5 - as well as in the polysiloxane compound may be the same or different from each other,
  • F 1 represents a divalent straight-chain, cyclic or branched hydrocarbon radical which may be interrupted by -O-, -NH-, -N-, -C (O) - or -C (S) - or by a group -E-, wherein E is as defined above, and wherein a plurality of N 5 and F 1 may each be the same or different from each other.
  • the molar ratio of the group -KSK- and the group -AE-A ' or -A ' -EA- in the polysiloxane compound of the general formula (V) is between 100: 1 and 1: 100.
  • This molar ratio can, as in WO 02/10257, by the choice of the molar ratio of the starting compounds, in particular the ratio of the preferred use according to the invention (halocarboxylic acid polyalkylene oxide ester compounds and polysiloxane bis-epoxide compounds.)
  • the properties of the products depend essentially on the ratio of the starting materials used. and the length of the polyalkylene oxide or polysiloxane blocks contained therein.
  • K is a divalent hydrocarbon radical having at least 4 carbon atoms which has a hydroxyl group and which may be interrupted by an oxygen atom.
  • F1 is a divalent straight-chain, cyclic or branched C 2 -C 30 hydrocarbon radical which is represented by -O-, -NH-, -N-, -C (O) -, -C (S) - or may be interrupted by a group -E-, wherein E is as defined above, and wherein the carbon atoms resulting from the radical E are not counted among the 2 to 30 carbon atoms of the C 2 -C 30 hydrocarbon radical ,
  • R 25 is a monovalent or divalent straight-chain, cyclic or branched C 1 -C 20 hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) - and substituted by -OH , particularly preferably methyl,
  • R 26 is a monovalent straight-chain, cyclic or branched CrC 2 o hydrocarbon radical which may be interrupted by -O-, -NH-, -C (O) -, -C (S) and substituted by -OH, particularly preferably methyl or represents a single bond to a divalent radical R 25 , and the radicals R 25 and R 26 within the group -N 5 -F 2 -N 5 - as well as in the polysiloxane compound may be identical or different from one another, and
  • F 2 is a divalent straight-chain, cyclic or branched hydrocarbon radical which may be interrupted by -O-, -NH-, -N-, -C (O) -, -C (S) -.
  • F 2 is a branched, preferably straight-chain C r C 6 -alkanediyl group, of which a 1,6-hexanediyl (or hexamethylene) group is preferred.
  • R 27 and R 28 are each hydrogen, C 1 -C 6 alkyl or hydroxy (C 1 -C 6 ) alkyl, preferably hydrogen, methyl or -CH 2 CH 2 OH, and
  • F 3 is a divalent straight, cyclic or branched hydrocarbon radical interrupted by a group -E- wherein E is as defined above.
  • F 3 is particularly preferably a group of the formula
  • E is as defined above and D is each a single bond or a straight or branched C 1 -C 6 alkanediyl group, with the proviso that D is not a single bond when it binds to a terminal E group oxygen atom.
  • the group -DED- is replaced by a group of the formula -D- (OCH 2 CH 2 ) V (OCH 2 CH (CH 3 )) W -OD- in which 1 D is a straight-chain or branched C 1 -C 6 -alkanediyl group and r and q are as defined above.
  • 1 D is a straight-chain or branched C 1 -C 6 -alkanediyl group and r and q are as defined above.
  • the ethylene oxide and propylene oxide units can be arranged arbitrarily, for example as a random copolymer unit or as a block copolymer unit.
  • v is preferably 1 to 100, more preferably 1 to 70, still more preferably 1 to 40.
  • w is preferably 0 to 100, more preferably 0 to 70, even more preferably 0 to 40.
  • polysiloxane compounds of the general formula (V) are composed of two different types of the group -N 5 -F 1 -N 5 -.
  • the polysiloxane compounds of the general formula (V) may be cyclic or linear.
  • the terminal groups result either from the bifunctional monomers described below for the preparation or their functionalized derivatives or from monoamines which are added as chain terminators during the polymerization.
  • the terminal groups resulting from the use of the monoamine chain-stopper are preferably present as ammonium groups, either by quaternization or protonation.
  • K is one of the groups of the formula:
  • q is preferably in the range from 1 to 50, in particular 2 to 50, especially 2 to 20 and especially 2 to 10, and r is in the range of 0 to 100, in particular 0 to 50, especially 0 to 20 and especially 0 to 10.
  • the organic or inorganic acid radical for neutralizing the charges resulting from the (n) ammonium group (s) is expediently selected from inorganic radicals such as chloride, bromide, hydrogensulfate, sulfate, or organic radicals such as acetate, Propionate, octanoate, decanoate, dodecanoate, tetradecanoate, hexadecanoate, octadecanoate and oleate, wherein as mentioned above, chloride and bromide preferably result from the reaction of the alkyl halide groups with amine groups.
  • inorganic radicals such as chloride, bromide, hydrogensulfate, sulfate, or organic radicals such as acetate, Propionate, octanoate, decanoate, dodecanoate, tetradecanoate, hexadecanoate, octadecanoate and oleate, wherein as mentioned above
  • polysiloxanes of the fifth embodiment are present in protonated form as amine salts or as amines.
  • polysiloxanes of the fifth embodiment of the invention are conveniently prepared by one of the methods described in the laid-open specification WO 02/10257.
  • the polyammonium-polysiloxane compounds described above can be obtained for example under the tradename Baysilone ® from GE Bayer Silicones.
  • Baysilone TP 3911, SME 253 and SFE 839 are included prefers.
  • Very particular preference is given to the use of Baysilone TP 3911 as the active component of the compositions according to the invention.
  • compositions according to the invention can also be formulated as hair dyes, for example oxidation hair dyes or as so-called dye shampoos.
  • Dyeing shampoos usually contain one or more substantive dyes. These dyes can also be used in colorants for shading.
  • Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
  • Preferred substantive dyes are those having the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, HC Orange Disperse Orange 3, Acid Orange 7, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, Acid Red 33, Acid Red 52, HC Red BN, Pigment Red 57: 1, HC Blue 2, HC Blue 12, Disperse Blue 3, Acid Blue 7, Acid Green 50, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Acid Violet 43, Disperse Black 9, Acid Black 1, and Acid Black 52 known compounds as well as 1 , 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis ( ⁇ -hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- ( ⁇ -hydroxyethyl) aminophenol, 2- ( 2'-hydroxyethyl) amino-4,6-dinitrophenol, 1- (2'-hydroxyethyl) amino-4-methyl-2-nitro
  • Oxidation dyes or dyeing shampoos preferred according to the invention are characterized in that they contain at least one substantive dye selected from nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols, preferably from the group of the dyes HC Yellow 2, HC Yellow 4 known under the international names or trade names HC Yellow 5, HC Yellow 6, HC Yellow 12, Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, HC Orange 1, Disperse Orange 3, Acid Orange 7, HC Red 1, HC Red 3, HC Red Red, HC Red 11, HC Red 13, Acid Red 33, Acid Red 52, HC Red BN, Pigment Red 57: 1, HC Blue 2, HC Blue 12, Disperse Blue 3, Acid Blue 7, Acid Green 50, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Acid Violet 43, Disperse Black 9, Acid Black 1, and Acid Black 52 known compounds and 1, 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis ( ⁇ -hydroxye
  • agents according to the invention may contain a cationic substantive dye. Particularly preferred are
  • aromatic systems substituted with a quaternary nitrogen group such as Basic Yellow 57, Basic Red 76, Basic Blue 99, Basic Brown 16 and Basic Brown 17, as well as
  • Preferred cationic substantive dyes of group (c) are in particular the following compounds:
  • the compounds of the formulas (DZ1), (DZ3) and (DZ5) which are also known by the names Basic Yellow 87, Basic Orange 31 and Basic Red 51, are very particularly preferred cationic substantive dyes of group (c).
  • the cationic direct dyes which are sold under the trademark Arianor ® are, according to the invention also very particularly preferred cationic direct dyes.
  • the agents according to the invention according to this embodiment contain the substantive dyes preferably in an amount of 0.01 to 20 wt .-%, based on the total colorant or dyeing shampoo.
  • preparations of the invention may also naturally occurring dyes such as henna red, henna neutral, henna black, chamomile, sandalwood, black tea, buckthorn bark, sage, bluewood, madder root, Catechu, Sedre and alkano root are included.
  • compositions according to the invention can be formulated as a dyeing agent and / or as a whitening agent for keratinic fibers.
  • keratinic or keratin-containing fibers are understood to mean furs, wool, feathers and, in particular, human hair.
  • Oxidation colorant a colorant
  • a pure bleaching agent also called lightening agent
  • products which lighten and color at the same time can also be prepared according to the invention.
  • Oxidation colorants according to the invention contain at least one coupler and at least one developer component. Coupler and developer components are also referred to as oxidation dye precursors.
  • oxidation dyes of the invention may also contain substantive dyes as nuances.
  • the developer components are usually primary aromatic amines with a further, located in the para or ortho position free or substituted hydroxy or amino group, diaminopyridine derivatives, heterocyclic hydrazones, 4-aminopyrazolone and 2,4,5,6-tetraaminopyrimidine and its derivatives used.
  • m-phenylenediamine derivatives naphthols, resorcinol and resorcinol derivatives, pyrazolones, m-aminophenols and substituted pyridine derivatives are generally used.
  • Suitable coupler substances are in particular ⁇ -naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m-phenylenediamine, 2,4 -Diaminophenoxyethanol, 2-amino-4- (2-hydroxyethylamino) -anisole (Lehmann's Blue), 1-phenyl-3-methyl-pyrazol-5-one, 2,4-dichloro-3-aminophenol, 1, 3-bis - (2,4-diaminophenoxy) -propane, 2-chlororesorcinol, 4-chlororesorcinol, 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 3-amino-6-methoxy-2-methylamino pyridine and 3,5-diamino-2,6-dimethoxypyridine
  • the present invention is not subject to any restrictions.
  • the colorants according to the invention can be used as further dye precursors
  • Precursors of natural analog dyes such as indole and indoline derivatives, and mixtures of representatives of these groups.
  • the colorant further contains at least one developer component.
  • developer components are usually primary aromatic amines with another, in the para or ortho position, free or substituted Hydroxy or amino group, Diaminopyridinderivate, heterocyclic hydrazones, 4-amino pyrazolderivate and 2,4,5, 6-tetraaminopyrimidine and its derivatives used.
  • p-phenylenediamine derivatives of the formula (E1) it may be preferred according to the invention to use as the developer component a p-phenylenediamine derivative or one of its physiologically acceptable salts. Particular preference is given to p-phenylenediamine derivatives of the formula (E1)
  • G 1 represents a hydrogen atom, a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4 J-AIkOXy- ( C 1 to C 4 ) alkyl, a 4'-aminophenyl radical or a C 1 to C 4 alkyl radical substituted with a nitrogen-containing group, a phenyl or a 4'-aminophenyl radical;
  • G 2 is a hydrogen atom, a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4) alkoxy (C r to C 4 ) -alkyl radical or a C 1 - to C 4 -alkyl radical which is substituted by a nitrogen-containing group;
  • G 3 represents a hydrogen atom, a halogen atom, such as a chlorine, bromine, iodine or fluorine atom, a C 1 - to C 4 alkyl radical, a C 1 - to C 4 -Monohydroxyalkylrest, a C 2 - to C 4 polyhydroxyalkyl, C 1 - to C 4 -hydroxyalkoxy, C 1 - to C 4 - acetylaminoalkoxy, C 1 - to C 4 - mesylaminoalkoxy or C 1 - to C 4 - carbamoylaminoalkoxy;
  • a halogen atom such as a chlorine, bromine, iodine or fluorine atom
  • a C 1 - to C 4 alkyl radical such as a chlorine, bromine, iodine or fluorine atom
  • a C 1 - to C 4 alkyl radical such as a chlorine, bromine, iodine or flu
  • G 4 represents a hydrogen atom, a halogen atom or a C 1 - to C 4 -alkyl radical or when G 3 and G 4 are ortho to each other, they may together form a bridging ⁇ , ⁇ -alkylenedioxy group, such as, for example, an ethylenedioxy group.
  • C 1 -C 4 -alkyl radicals mentioned as substituents in the compounds according to the invention are the groups methyl, ethyl, propyl, isopropyl and butyl. Ethyl and methyl are preferred alkyl radicals.
  • C 1 -C 4 -alkoxy radicals preferred according to the invention are, for example, a methoxy or an ethoxy group.
  • a C r to C 4 -hydroxyalkyl group a hydroxymethyl, a 2-hydroxyethyl, a 3-hydroxypropyl or a 4-hydroxybutyl group may be mentioned.
  • a 2-hydroxyethyl group is especially prefers.
  • a particularly preferred C 2 to C 4 polyhydroxyalkyl group is the 1, 2-dihydroxyethyl group.
  • halogen atoms are according to the invention F, Cl or Br atoms, Cl atoms are very particularly preferred.
  • the other terms used are derived according to the invention from the definitions given here.
  • nitrogen-containing groups of the formula (E1) are especially the amino groups, C 1 - to C-monoalkylamino, C 1 - to C 4 dialkylamino, C 1 - to C 4 -Trialkylammonium phenomenon, C 1 - to C 4 - Monohydroxyalkylamino phenomenon, imidazolinium and ammonium.
  • Particularly preferred p-phenylenediamines of the formula (E1) are selected from p-phenylenediamine, p-toluenediamine, 2-chloro-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 2 , 6-diethyl-p-phenylenediamine, 2,5-dimethyl-p-phenylenediamine, N, N-dimethyl-p-phenylenediamine, N, N-diethyl-p-phenylenediamine, N, N-dipropyl-p-phenylenediamine, 4-amino-3 methyl (N, N-diethyl) aniline, N, N-bis ( ⁇ -hydroxyethyl) -p-phenylenediamine, 4-N, N-bis- ( ⁇ -hydroxyethyl) amino-2-methylaniline, 4- N, N-bis- ( ⁇ -
  • Very particular preferred p-phenylenediamine derivatives of the formula (E1) according to the invention are p-phenylenediamine, p-toluenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ⁇ -dihydroxyethyl) -p-phenylenediamine and N, N bis (.beta.-hydroxyethyl) -p-phenylenediamine.
  • developer component compounds which contain at least two aromatic nuclei which are substituted by amino and / or hydroxyl groups.
  • binuclear developer components which can be used in the colorants according to the invention, mention may be made in particular of the compounds which correspond to the following formula (E2) and their physiologically tolerated salts: in which:
  • Z 1 and Z 2 independently of one another represent a hydroxyl or NH 2 radical which is optionally substituted by a C 1 - to C 4 -alkyl radical, by a C 1 - to C 4 -hydroxyalkyl radical and / or by a bridge Y.
  • the bridge Y is an alkylene group having 1 to 14 carbon atoms, such as a linear or branched alkylene chain or an alkylene ring, which is one or more nitrogen-containing groups and / or one or more heteroatoms such as oxygen , Sulfur or nitrogen atoms may be interrupted or terminated and may optionally be substituted by one or more hydroxyl or C 1 - to C 8 -alkoxy radicals, or a direct bond,
  • G 5 and G 6 independently of one another represent a hydrogen or halogen atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 - polyhydroxyalkyl radical, a C 1 - to C 2 4 -aminoalkyl radical or a direct compound for bridging Y,
  • G 7 , G 8 , G 9 , G 10 , G 11 and G 12 independently represent a hydrogen atom, a direct bond to the bridge Y or a C 1 - to C 4 -alkyl radical, with the provisos that the compounds of the formula (E2) contain only one bridging Y per molecule and the compounds of the formula (E2) contain at least one amino group which carries at least one hydrogen atom.
  • Preferred binuclear developer components of the formula (E2) are in particular: N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino-propan-2-ol, N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) ethylenediamine, N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis - (.beta.-hydroxyethyl) -N, N'-bis (4-aminophenyl) -tetramethylenediamine, N, N'-bis (4-methyl-aminophenyl) - tetramethylenediamine, N, N'-diethyl-N, N'4) is- (4'-amino-3'-methylphenyl) -ethylenediamine, bis (2-hydroxy-5-amin
  • Very particularly preferred double bases of formula (E2) are N, N'-bis (.beta.-hydroxyethyl) -N, N'-bis- (4'-aminophenyl) -1, 3-diamino-propan-2-ol l Bis (2-hydroxy-5-aminophenyl) methane, 1, 3-bis (2,5-diaminophenoxy) -propan-2-ol, N, N'-bis (4'-aminophenyl) -1, 4-diazacycloheptane and 1, 10-bis (2 ', 5'-diaminophenyl) -1, 4,7,10-tetraoxadecan or one of its physiologically acceptable salts.
  • p-aminophenol derivatives of the formula (E3) it may be preferred according to the invention to use as the developer component a p-aminophenol derivative or one of its physiologically tolerable salts. Particular preference is given to p-aminophenol derivatives of the formula (E3)
  • G 13 represents a hydrogen atom, a halogen atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 -polyhydroxyalkyl radical, a (C 1 - to C 4 ) - Alkoxy (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 -am inoalkylrest, a hydroxy (C r to C 4 ) - alkylamino, a C 1 - to C 4 -hydroxyalkoxy, a C 1 - to C ⁇ hydroxyalkyl ⁇ d to C 4 ) aminoalkyl or a (di-C 1 - to C 4 alkylamino) - (Cr to C 4 ) alkyl radical, and
  • G 14 represents a hydrogen or halogen atom, a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4) - Alkoxy (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 -aminoalkyl radical or a C 1 - to C 4 -cyanoalkyl radical,
  • G 15 is hydrogen, C 1 - to C 4 -alkyl, C 1 - to C 4 -monohydroxyalkyl, C 2 - to C 4 -polyhydroxyalkyl, phenyl or benzyl, and
  • G 16 is hydrogen or a halogen atom.
  • the substituents used in formula (E3) are defined according to the invention analogously to the above statements.
  • Preferred p-aminophenols of the formula (E3) are, in particular, p-aminophenol, N-methyl-p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 2-hydroxymethylamino-4-aminophenol, 4 -Amino-3-hydroxymethylphenol, 4-amino-2- ( ⁇ -hydroxyethoxy) -phenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethyl-phenol, 4-amino -2-aminomethylphenol, 4-amino-2- ( ⁇ -hydroxyethyl-aminomethyl) phenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) phenol, 4-amino-2-fluorophenol, 4-amino-2 -chlorophenol, 4-amino-2,6-dichlorophenol, 4-amino-2- (diethyl-aminomethyl) -phenol and their physiological
  • Very particularly preferred compounds of the formula (E3) are p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) -phenol and 4-amino 2- (diethylaminomethyl) -phenol.
  • the developer component may be selected from o-aminophenol and its derivatives such as 2-amino-4-methylphenol, 2-amino-5-methylphenol or 2-amino-4-chlorophenol.
  • the developer component may be selected from heterocyclic developer components, such as the pyridine, pyrimidine, pyrazole, pyrazole pyrimidine derivatives and their physiologically acceptable salts.
  • Preferred pyridine derivatives are in particular the compounds 2,5-diamino-pyridine, 2- (4'-methoxyphenyl) amino-3-amino-pyridine, 2,3-diamino-6-methoxypyridine, 2- ( ⁇ -methoxyethyl ) amino-3-amino-6-methoxypyridine and 3,4-diamino-pyridine.
  • Preferred pyrimidine derivatives are in particular 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2-dimethylamino-4,5,6- triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6-triaminopyrimidine.
  • Preferred pyrazole derivatives are in particular 4,5-diamino-1-methylpyrazole, 4,5-diamino-1- ( ⁇ -hydroxyethyl) pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1 - (4'- chlorobenzyl) pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino 1, 3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tert-butyl-1-methylpyrazole, 4,5-diamino-1-tert .-butyl-3-methylpyrazole, 4,5-diamino 1- ( ⁇ -hydroxyethyl) -3-methyl
  • Triaminopyrazole 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole and 3,5-diamino-4- ( ⁇ -hydroxyethyl) amino-1-methylpyrazole.
  • Preferred pyrazole-pyrimidine derivatives are, in particular, the derivatives of the pyrazolo [1,5-a] pyrimidine of the following formula (E4) and their tautomeric forms, if a tautomeric equilibrium exists:
  • G 17 , G 18 , G 19 and G 20 independently of one another represent a hydrogen atom, a C 1 - to C 4 -alkyl radical, an aryl radical, a C 1 - to C 4 -hydroxyalkyl radical, a C 2 - to C 4 - Polyhydroxyalkylrest a (C 1 - to C 4 J-AIkOXy- (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 - aminoalkyl, which may be protected by an acetyl-ureide or a sulfonyl radical can, a (C 1 - to C 4) alkylamino (Cr to C4) alkyl group a di - [(C r to C 4) alkyl] - (C 1 ⁇ to C 4) aminoalkyl radical, wherein the dialkyl radicals optionally form a carbon cycle or a heterocycle having 5 or 6 chain members, a C 1 to C 4
  • the pyrazolo [1, 5-a] -pyrimidines of the above formula (E4) can be prepared as described in the literature by cyclization from an aminopyrazole or from hydrazine.
  • oxidation colorants are characterized in that the developer component is selected from 3-methyl-1,4-diaminobenzene, 1- (2'-hydroxyethyl) -2,5-diaminobenzene, 2- (2,5-diaminophenoxy) ethanol , N, N-bis (2'-hydroxyethyl) -1, 4-diaminobenzene, 3-methyl-4-aminophenol and 2-methylamino-4-aminophenol, p-phenylenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine , N, N-bis- ( ⁇ -hydroxyethyl) -p-phenylenediamine, N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino propan-2-ol, bis (2-hydroxy-5-aminophenyl) methane, N, N, N-bis (2'
  • the colorants of the invention contain at least one coupler component.
  • coupler components m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are generally used.
  • Suitable coupler substances are in particular 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m-phenylenediamine, 1-phenyl-nyl 3-methyl-pyrazolone-5, 2,4-dichloro-3-aminophenol, 1, 3-bis (2 ', 4'-diaminophenoxy) -propane > 2-chloro-resorcinol, 4-chloro-resorcinol, 2 Chloro-6-methyl-3-aminophenol, 2-amino-3-hydroxypyridine, 2-methyl resorcinol, 5-methylresorcino
  • Preferred coupler components according to the invention are m-aminophenol and its derivatives, such as, for example, 5-amino-2-methylphenol, N-cyclopentyl-3-aminophenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 2 6-Dimethyl-3-aminophenol, 3-trifluoroacetylamino-2-chloro-6-methylphenol, 5-amino-4-chloro-2-methylphenol, 5-amino-4-methoxy-2-methylphenol, 5- (2 '- hydroxyethyl) amino-2-methylphenol, 3- (diethylamino) phenol, N-cyclopentyl-3-aminophenol, 1, 3-Dihydroxy-5- (methylamino) benzene, 3-ethylamino-4-methylphenol and 2,4-dichloro-3-aminophenol, o-aminophenol and its derivatives, m-diaminobenzene and its derivatives such as
  • Resorcinol monomethyl ether 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, 2-
  • Chlororesorcinol 4-chlororesorcinol, pyrogallol and 1,2,4-trihydroxybenzene
  • Pyridine derivatives such as 2,6-dihydroxypyridine, 2-amino-3-hydroxypyridine, 2-amino
  • Naphthalene derivatives such as 1-naphthol, 2-methyl-1-naphthol, 2-hydroxymethyl-1-naphthol, 2-hydroxyethyl-naphthol, 1, 5-dihydroxynaphthalene, 1, 6-dihydroxynaphthalene, 1, 7
  • Morpholine derivatives such as 6-hydroxybenzomorpholine and 6-aminobenzomorpholine,
  • Indole derivatives such as 4-hydroxyindole, 6-hydroxyindole and 7-hydroxyindole,
  • Pyrimidine derivatives such as 4,6-diaminopyrimidine, 4-amino-2,6-dihydroxypyrimidine,
  • Methylenedioxybenzene derivatives such as 1-hydroxy-3,4-methylenedioxybenzene, 1-
  • coupler components according to the invention are 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4-chlororesorcinol , 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol and 2,6-dihydroxy-3,4-dimethylpyridine.
  • precursors of naturally-analogous dyes such indoles and indolines are preferably used which have at least one hydroxy or amino group, preferably as a substituent on the six-membered ring.
  • the colorants contain at least one indole and / or indoline derivative.
  • Particularly suitable precursors of naturally-analogous hair dyes are derivatives of 5,6-dihydroxyindoline of the formula (IIIa),
  • R 1 is hydrogen, a C 1 -C 4 -alkyl group or a C 1 -C 4 -hydroxy-alkyl group
  • R 2 is hydrogen or a -COOH group, where the -COOH group may also be present as a salt with a physiologically compatible cation
  • R 3 is hydrogen or a C 1 -C 4 -alkyl group
  • R 4 is hydrogen, a C r C 4 alkyl group or a group -CO-R 6 , in which R 6 is a Ci-C 4 alkyl group, and R 5 is one of the groups mentioned under R 4 , and physiologically acceptable salts of these compounds with an organic or inorganic acid.
  • indoline Particularly preferred derivatives of indoline are 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline,
  • N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and especially 5, 6-Dihydroxyindolin.
  • Derivatives of 5,6-dihydroxyindole of the formula (IIIb) 1 are also outstandingly suitable as precursors of naturally-analogous hair dyes
  • R 1 is hydrogen, a C 1 -C 4 -alkyl group or a C 1 -C 4 -hydroxyalkyl group
  • R 2 is hydrogen or a -COOH group, wherein the -COOH group may also be present as a salt with a physiologically compatible cation,
  • R 3 is hydrogen or a C 1 -C 4 alkyl group
  • R 4 is hydrogen, a C r C 4 alkyl group or a group -CO-R 6 , in which R 6 is a Ci-C 4 alkyl group, and
  • R 5 is one of the groups mentioned under R 4 , as well as physiologically acceptable salts of these compounds with an organic or inorganic acid.
  • Particularly preferred derivatives of indole are 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6- dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
  • N-methyl-5,6-dihydroxyindole N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole, and especially the 5,6 -Dihydroxyindol.
  • the indoline and indole derivatives can be used in the colorants used in the process according to the invention both as free bases and in the form of their physiologically acceptable salts with inorganic or organic acids, for.
  • hydrochlorides sulfates and hydrobromides are used.
  • the indole or indoline derivatives are contained therein usually in amounts of 0.05-10 wt .-%, preferably 0.2-5 wt .-%.
  • the indoline or indole derivative in hair dyes in combination with at least one amino acid or an oligopeptide.
  • the amino acid is advantageously an ⁇ -amino acid;
  • Very particularly preferred ⁇ -amino acids are arginine, ornithine, lysine, serine and histidine, in particular arginine.
  • oxidation colorants are characterized in that the coupler component is selected from m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones, m-aminophenols and substituted pyridine derivatives, preferred agents being resorcinol, 3-amino-2-methylamino-6-methoxypyridine, 3-amino-6-methylphenol, 3-amino-2-hydroxypyridine, 1, 3-bis (2,4-diaminophenoxy) propane, 2,7-dihydroxynaphthalene, 2-methylresorcinol, 5-methyl-resorcinol, 2.5 Dimethyl resorcinol and 4-chlororesorcinol 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4- Chlororesorcinol,
  • coupler and developer components are used in a particular ratio to each other.
  • oxidation colorants of the present invention containing the coupler component (s) in an amount of 0.01 to 20 wt%, preferably 0.5 to 5 wt%, and the developer component (n) in an amount of 0, are preferable. 01 to 20 wt .-%, preferably from 0.5 to 5 wt .-%, each based on the total oxidation colorant included.
  • oxidation dye precursors or the direct dyes it is not necessary for the oxidation dye precursors or the direct dyes to be in each case homogeneous compounds. Rather, in the hair colorants according to the invention, due to the production process for the individual dyes, in minor amounts, further components may be included, as far as they do not adversely affect the dyeing result or for other reasons, e.g. toxicological, must be excluded.
  • the agent according to the invention therefore contains a combination of component
  • B Compounds selected from (a) CH-acidic compounds, (b) compounds having primary or secondary amino group or hydroxy group selected from primary or secondary aromatic amines, nitrogen-containing heterocyclic compounds and aromatic hydroxy compounds, (c) amino acids, (d) from 2 up to 9 amino acids oligopeptides.
  • Compounds according to the invention having a reactive carbonyl group (also referred to below as reactive carbonyl compounds or component A) have at least one carbonyl group as reactive group which reacts with the compounds of component B to form a chemical bond linking both components. Furthermore, those compounds according to the invention are also included as component A in which the reactive carbonyl group is derivatized or masked in such a way that the reactivity of the carbon atom of the derivatized or masked carbonyl group with respect to component B is always present.
  • These derivatives are preferably condensation compounds of reactive carbonyl compounds with a) amines and derivatives thereof to form imines or oximes as condensation compound b) of alcohols to form acetals or ketals as condensation compound c) of water to form hydrates as addition compound.
  • Component A is preferably selected from the group formed from acetophenone, propiophenone, 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone, 2-hydroxypropiophenone, 3-hydroxypropiophenone, 4-hydroxypropiophenone, 2-hydroxybutyrophenone, 3 Hydroxybutyrophenone, 4-hydroxybutyrophenone, 2,4-dihydroxyacetophenone, 2,5-dihydroxyacetophenone, 2,6-dihydroxyacetophenone, 2,3,4-trihydroxyacetophenone, 3,4,5-trihydroxyacetophenone, 2,4,6-dihydroxyacetophenone Trihydroxyacetophenone, 2,4,6-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone diethyl ketal, 4-hydroxy-3-methoxy-acetophenone, 3,5-dimethoxy-4- hydroxyacetophenone, 4-aminoacetophenone, 4-dimethylamino
  • Benzaldehyde, cinnamic aldehyde and naphthaldehyde and their derivatives, in particular having one or more hydroxyl, alkoxy or amino substituents, are very particularly preferably used as the reactive carbonyl compound in the agents according to the invention.
  • the compounds according to formula (Ca-1) are preferred,
  • R 1 ', R 2' and R 3 * is a Ci-C are each independently a hydrogen atom, a halogen atom, 6 alkyl group, a hydroxy group, a C r C 6 alkoxy group, a C 1 -C 6 - dialkylamino group, a di (C 2 -C 6 -hydroxyalkyl) amino group, a di (C 1 -C 6 -BIkOXy--C 6 - alkyl) aminoguppe, a CiC 6 -Hydroxyalkyloxy distr, a sulfonyl group, a carboxy group, a sulfonic acid group, a sulfonamido group, a Sulfonamide group, a carbamoyl group, a C 2 -C 6 acyl group or a nitro group,
  • Z ' is a direct bond or a vinylene group
  • R 4 * and R 5 * represent a hydrogen atom or together form, together with the remainder of the molecule, a 5- or 6-membered aromatic or aliphatic ring.
  • the derivatives of the benzaldehydes, naphthaldehydes or cinnamaldehydes of the reactive carbonyl compound according to component C are particularly preferably selected from certain aldehydes.
  • Agents preferred according to the invention are characterized in that they are formulated as hair colorants, based on their weight 0.01 to 20 wt .-%, preferably 0.05 to 15% by weight, particularly preferably 0.1 to 12.5 wt .-% and in particular 0.2 to 10 wt .-% of one or more reactive carbonyl compound (s).
  • CH-acidic compounds are generally considered to carry a bound to an aliphatic carbon atom hydrogen atom, wherein due to electron-withdrawing substituents activation of the corresponding carbon-hydrogen bond is effected.
  • CH-acidic compounds also include enamines which are formed by alkaline treatment of quaternized N-heterocycles with a CH-acidic alkyl group in conjugation with the quaternary nitrogen.
  • the CH-acidic compounds of component B are preferably selected from the group consisting of 1, 2,3,3-tetramethyl-3H-indolium iodide, 1, 2,3,3-tetramethyl-3H-indolium p-toluenesulfonate, 1, 2,3,3-tetramethyl-3H-indolium methanesulfonate, 1,3,3-trimethyl-2-methylenindoline (Fischer's base), 2,3-dimethylbenzothiazolium iodide, 2,3-dimethylbenzothiazolium p-toluenesulfonate, 2,3-dimethyl-naphtho [1,2-d] thiazolium p-toluenesulfonate, 3-ethyl-2-methylnaphtho [1,2-d] thiazolium p-toluenesulfonate, rhodanine, rhodanine-3-acetic acid
  • Suitable compounds having primary or secondary amino group as component B are for example primary aromatic amines, such as N, N-dimethyl, N, N-diethyl-, N- (2-hydroxyethyl) -N-ethyl, N 1 N- bis (2- hydroxyethyl), N- (2-methoxyethyl), 2,3-, 2,4-, 2,5-dichloro-p-phenylenediamine, 2-chloro-p-phenylenediamine, 2,5-dihydroxy-4-morpholinoaniline dihydrobromide, 2-, 3-, 4-aminophenol, 2-aminomethyl-4-aminophenoi, 2-hydroxymethyl-4-aminophenoi, o-, p-phenylenediamine, o-toluylenediamine, 2,5-diaminotoluene, -phenot, phenethole, 4-amino-3-methylphenoi, 2- (2,5-diaminophenyl
  • R 6 is a hydroxyl or an amino group which may be substituted by C 1-4 -alkyl, C 1-4 -hydroxyalkyl or C 1-4 -alkoxy-C 1-4 -alkyl
  • R 7, R ", R 9, R 1 O and Rl 1 represents hydrogen, a hydroxy or an amino group represented by a CI-4-alkyl, CI-4-hydroxyalkyl, CI-4-aminoalkyl or CI-4-alkoxy-C1-4-alkyl group
  • Z is a direct bond, a saturated or unsaturated, optionally substituted by hydroxy groups carbon chain having 1 to 4 carbon atoms, a carbonyl, sulfonyl or imino group, an oxygen or sulfur atom or a group of the formula III Q- (CH 2 -p-CH 2 -Q ') 1> (III) wherein P is a direct bond, a CH 2 or CHOH group, Q and Q 1 are independently oxygen atom, an NR 12 group in which
  • Suitable nitrogen-containing heterocyclic compounds are e.g. 2-, 3-, 4-amino, 2-amino-3-hydroxy, 2,6-diamino, 2,5-diamino, 2,3-diamino, 2-dimethylamino-5-amino, 2-methylamino-3-amino-6-methoxy, 2,3-diamino-6-methoxy, 2,6-dimethoxy-3,5-diamino, 2,4,5-triamino, 2, 6-Dihydroxy-3,4-dimethylpyridine, 2,4-dihydroxy-5,6-diamino, 4,5,6-triamino, 4-hydroxy-2,5,6-triamino, 2-hydroxy-4 , 5,6-triamino, 2, 4,5,6-tetraamino, 2-methylamino-4,5,6-triamino, 2,4-, 4,5-diamino, 2-amino-4- methoxy-6-methyl-pyrimidine, 3,5-d
  • indole or indoline derivatives 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
  • Preferred amino acids are all naturally occurring and synthetic (alpha-amino acids, eg the amino acids obtainable by hydrolysis from vegetable or animal proteins, eg collagen, keratin, casein, elastin, soy protein, wheat gluten or almond protein
  • Preferred amino acids are arginine, histidine, tyrosine, phenylalanine, DOPA (dihydroxyphenylalanine), ornithine, lysine and tryptophan, but other amino acids can also be used, such as 6-aminocaproic acid.
  • the oligopeptides may be naturally occurring or synthetic oligopeptides, but also the oligopeptides contained in polypeptide or protein hydrolysates, provided that they have sufficient water solubility for use in the colorants according to the invention.
  • examples are, for example, glutathione or the oligopeptides contained in the hydrolysates of collagen, keratin, casein, elastin, soy protein, wheat gluten or almond protein.
  • Preferred is the use together with compounds having a primary or secondary amino group or with aromatic hydroxy compounds.
  • Suitable aromatic hydroxy compounds are, for example, 2-, A-, 5-methylresorcinol, 2,5-dimethylresorcinol, resorcinol, 3-methoxyphenol, pyrocatechol, hydroquinone, pyrogallol, phloroglucin, hydroxyhydroquinone, 2-, 3-, 4-methoxy-, 3- Dimethylamino, 2- (2-hydroxyethyl) -, 3,4-methylenedioxyphenol, 2,4-, 3,4-dihydroxybenzoic acid, - phenylacetic acid, gallic acid, 2,4,6-trihydroxybenzoic acid, acetophenone, 2-, 4- Chlororesorcinol, 1-naphthol, 1, 5, 2,3-, 2,7-dihydroxynaphthalene, 6-dimethylamino-4-hydroxy-2-naphthalenesulfonic acid, 3,6-dihydroxy-2,7-naphthalenesulfonic acid.
  • CH-active compounds there can be exemplified 1, 2,3,3-tetramethyl-3H-indolium iodide, 1,2,3,3-tetramethyl-3H-indolium-p-toluoisulfonate, 1,2,3,3-tetramethyl 3H-indolium methanesulfonate, Fischer's base (1,3,3-trimethyl-2-methylenindoline), 2,3-dimethylbenzothiazolium iodide, 2,3-dimethylbenzothiazolium p-toluenesulfonate, rhodanine, rhodanine-3-acetic acid , 1-ethyl-2-quinaldinium iodide, 1-methyl-2-quinaldinium iodide barbituric acid, thiobarbituric acid, 1,3-dimethylthiobarbituric acid, diethylthiobarbituric acid, oxindole, 3-indoxyla
  • the CH-acidic compounds are preferably selected from the formulas (II) and / or (III) and / or (IV)
  • R 8 and R 9 are each independently a linear or cyclic C r C 6 alkyl group, a C 2 -C 6 alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an aryl-d-Ce-alkyl group, a d -C ⁇ -hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a C 1 -C 6 alkoxy-C 1 -C 6 -alkyl group, a group R 1 R 11 N- (CH 2 J m-, wherein R 1 and R 11 independently represent a hydrogen atom, a C r C 4 -Alkyl group, a C r C 4 -hydroxyalkyl group or an aryl-d-C ⁇ -alkyl group, wherein R 1 and R "together with the nitrogen atom can form a 5-, 6- or 7-membered ring and m is a number 2 , 3, 4, 5 or 6,
  • R 10 and R 12 independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group, where at least one of the radicals R 10 and R 12 denotes a C 1 -C 6 -alkyl group,
  • R 11 represents a hydrogen atom, a Ci-C ⁇ alkyl group, a Ci-C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a Ci-C 6 alkoxy group, a C 1 -C 6 - hydroxyalkoxy group, a group R '"R lv N- (CH 2 ) q -, wherein R 1 " and R ⁇ v independently represent a hydrogen atom, a CrC ⁇ -alkyl group, a C 1 -C 6 - hydroxyalkyl group or an aryl-CrC 6 -alkyl group and q is a number 1, 2, 3, 4, 5 or 6, where the radical R 11 together with one of the radicals R 10 or R 12 can form a 5- or 6-membered aromatic ring which is optionally substituted by a halogen atom, a Ci-Ce alkyl group, a CiC 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalky
  • R 13 and R 14 either form membered 6 together with the nitrogen atom form a saturated or unsaturated 5- or ring or independently represent a (C 1 - C 6) alkyl group, a (C 2 -C 6) alkenyl group, a Aryl group, an aryl- (C 1 -C 6 ) -alkyl group, a (C 2 -C 6 ) -hydroxyalkyl group, a (C 2 -C 6 ) -polyhydroxyalkyl group or a group R'R "N- (CH 2 ) m - in which R 1 and R "independently of one another represent a hydrogen atom, a (C 1 -C 4 -alkyl group, a C 1 -C 4 -alkenyl group or an aryl-C 1 -C 6 -alkyl group, where R 1 and R 11 together with the nitrogen atom are a 5 -, 6- or 7-membered ring and m is a number 2,
  • R 15 represents a hydrogen atom, a (Ci-CeJ-alkyl group, a (C 2 -C 6) alkenyl group, an aryl group, an aryl (CrC 6) alkyl group, a (C 2 -C 6) hydroxyalkyl group, a ( C 2 -C 6 ) - polyhydroxyalkyl group or a group R '"R lv N- (CH 2 ) n -, wherein R 1 " and R ⁇ v independently represent a hydrogen atom, a (CrC ⁇ J-alkyl group, a (C 1 -C 6 ) - alkenyl group or an aryl-CrC 6 alkyl group, wherein R 1 "and R ⁇ v together with the nitrogen atom can form a 5-, 6- or 7-membered ring and n is a number 2, 3, 4 , 5 or 6 • Y represents an oxygen atom, a sulfur atom or a group NR V "
  • X ' is a physiologically acceptable anion

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Abstract

L'invention concerne des agents cosmétiques contenant, par rapport à leur masse, 0,1 à 10 % en masse d'au moins un ester de saccharose représenté par la formule (I), dans laquelle les groupes R désignent indépendamment les uns des autres un atome d'hydrogène ou un groupe R1-C(O)- ou R2-C(O)- ou R3-C(O)- ou R4-C(O)- ou R5-C(O)- ou R6-C(O)- ou R7-C(O)- ou R8-C(O)- et R1 à R8 représentent un groupe aryle éventuellement substitué ou un groupe alkyle en C1-C24 éventuellement substitué ou un groupe alkylène en C1-C24 éventuellement substitué, dans la mesure où au moins un des groupes R ne désigne pas H. Ces agents cosmétiques permettent d'obtenir des propriétés de produit et de production avantageuses et confèrent également des propriétés avantageuses aux surfaces corporelles traitées, en particulier aux cheveux.
PCT/EP2007/004186 2006-05-15 2007-05-11 Agent cosmétique renfermant des esters de sucre particuliers WO2007131716A2 (fr)

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DE200610022514 DE102006022514A1 (de) 2006-05-15 2006-05-15 Kosmetisches Mittel mit speziellen Zuckerestern
DE102006022514.7 2006-05-15

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WO2013083349A1 (fr) * 2011-12-08 2013-06-13 Henkel Ag & Co. Kgaa Produits de soins capillaires

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