WO2012079873A2 - Association de principes actifs et produits de traitement capillaire à effet réparateur - Google Patents

Association de principes actifs et produits de traitement capillaire à effet réparateur Download PDF

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Publication number
WO2012079873A2
WO2012079873A2 PCT/EP2011/069934 EP2011069934W WO2012079873A2 WO 2012079873 A2 WO2012079873 A2 WO 2012079873A2 EP 2011069934 W EP2011069934 W EP 2011069934W WO 2012079873 A2 WO2012079873 A2 WO 2012079873A2
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acid
weight
preferred
polyquaternium
group
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PCT/EP2011/069934
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German (de)
English (en)
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WO2012079873A3 (fr
Inventor
Marcus Krueger
Jörg KAHRE
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Henkel Ag & Co. Kgaa
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Priority to EP11787644.1A priority Critical patent/EP2651514A2/fr
Publication of WO2012079873A2 publication Critical patent/WO2012079873A2/fr
Publication of WO2012079873A3 publication Critical patent/WO2012079873A3/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/002—Preparations for repairing the hair, e.g. hair cure
    • 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 invention relates to a cosmetic hair treatment agent based on a special combination of active substances, a method using the means and the use of the means for strengthening and repairing keratinous fibers.
  • combination preparations have recently been developed to reduce the burden of the usual multi-stage process, especially in the direct application by consumers.
  • These preparations contain, in addition to the usual components, for example for the cleaning of the hair, in addition to active ingredients which were formerly reserved for the hair aftertreatment agents.
  • the consumer thus saves an application step; At the same time, packaging costs are reduced because one product is less needed.
  • the known active ingredients can not cover all needs sufficiently. There is therefore still a need for active substances or combinations of active ingredients for cosmetic products with good care properties and good biodegradability. Especially in dye-containing and / or electrolyte-containing formulations, there is a need for additional nourishing active ingredients which readily incorporate into known formulations and not be weakened due to incompatibilities with other ingredients in their effect.
  • a first object of the present invention are hair treatment compositions containing - based on their weight - a) 0.001 to 5 wt .-% trimethylsiloxysilicate and
  • Hair treatment compositions for the purposes of the present invention are, for example, hair shampoos, hair conditioners, conditioning shampoos, hairsprays, hair conditioners, hair treatments, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, hair fixatives, hair dressings, hairstyling preparations, hair lotions, mousses, hair gels , Hair waxes or their combinations.
  • means according to the invention are preferably those means which the consumer uses anyway.
  • Preferred agents according to the invention are therefore shampoos, conditioners or hair tonics.
  • the hair treatment compositions according to the invention contain - based on their weight - from 0.001 to 5 wt .-% trimethylsiloxysilicate.
  • Trimethylsiloxysilicate is a co-hydrolysis product of tetraalkoxysilane and trimethylethoxysilane. This product forms a three-dimensional network of polysilicic acid moieties terminated with trimethylsilyl groups, possibly containing a low level of ethoxy and hydroxy functions.
  • the average molecular weight of the trimethylethoxysilane can be determined from the ratio of the tetraalkoxysilane units to the trimethylethoxysilane units. Preferably, this ratio is 0.5 to 1.0, more preferably 0.66.
  • An example of a trimethylethoxysilane having a ratio of 0.66 is Wacker-Belsil TMS 803 from Wacker-Chemie GmbH, Kunststoff, DE.
  • Trimethylsiloxysilicate is a water-resistant additive that can be used as a film former and fixative.
  • Preferred agents according to the invention contain trimethylsiloxysilicate within narrower ranges.
  • Preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.005 to 4% by weight, preferably from 0.05 to 3.5% by weight, more preferably from 0.1 to 3% by weight, still further preferably 0.25 to 2.5 wt .-%, particularly preferably 0.3 to 2 wt .-% and in particular 0.35 to 1 wt .-% Trimethylsiloxysilicat included.
  • the hair treatment compositions according to the invention - based on their weight - 0.001 to 5 wt .-% polyalkylsilsesquioxane.
  • Polyalkylsilsesquioxanes are compounds from the group of polyhedral oligomeric silsesquioxanes (POSS) which are described by the empirical formula RSiO ⁇ 5 , wherein R is an organic substituent, such as hydrogen, siloxy or cyclic or linear aliphatic or aromatic group, which additionally may contain reactive functional groups, for example, alcohol, ester, amine, keto, olefin, ether or halide groups.
  • the basic structure of POSS compounds has a polyhedral Si-O backbone to which the R groups are attached. Homoleptic POSS compounds containing only a single type of R groups, and heteroleptic POSS chemicals, each containing different R groups, are known.
  • polyalkylsilsesquioxanes are used, i. the radicals R are alkyl radicals.
  • Homoleptic polyalkylsilsesquioxanes are particularly preferably used according to the invention, i.
  • the molecule contains only one kind of alkyl radical.
  • Very particularly preferably very particularly preferred hair treatment composition of the invention is the use of Polypropylsilsesquioxan, ie, the radical R in the formula RSiC ⁇ 5 is a propyl group; the term "propyl" n-propyl as isopropyl both also be understood contain -. Based on their weight From 0.005 to 4% by weight, preferably from 0.05 to 3.5% by weight, more preferably from 0.1 to 3% by weight, even more preferably from 0.25 to 2.5% by weight, especially preferably 0.3 to 2 wt .-% and in particular 0.35 to 1 wt .-% Polypropylsilsesquioxan.
  • compositions according to the invention contain 0.1 to 10 wt .-% of at least one nourishing fat component from the groups of silicones and / or the
  • Oil body and / or the quaternary ammonium compounds are based on the total amount of all substances from the groups mentioned in the composition according to the invention.
  • a first group of ingredients which can be used as a nourishing fat component in the compositions of the invention are the silicones.
  • polyalkyl siloxanes polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
  • compositions according to the invention comprise the silicone (s) preferably in amounts of from 0.1 to 10% by weight, preferably from 0.25 to 7% by weight and in particular from 0.5 to 5% by weight. , in each case based on the total mean.
  • silicones are called DIMETHICONE according to the INCI nomenclature.
  • the compounds are preferably:
  • (CH 3) 3 Si- [O- (CH 3) 2 Si] 20-O-Si (CH 3) 3 is used, wherein (CH 3) 3 Si-0-Si (CH3) 3, (CH3) 3Si-0- (CH3 ) 2Si-0-Si (CH 3 ) 3 and / or (CH 3 ) 3 Si [0- (CH 3 ) 2 Si] 2-0-Si (CH 3 ) 3 are particularly preferred.
  • compositions of the invention may be included in the compositions of the invention.
  • Preferred silicones which can be used according to the invention have viscosities of 0.2 to 2 mm 2 s -1 at 20 ° C., silicones having viscosities of 0.5 to 1 mm 2 s -1 being particularly preferred.
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. through the formula
  • R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6 carbon atoms
  • Q is a polar radical of general formula -R HZ, wherein R is a divalent linking group bonded to hydrogen and the radical Z composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen, and Z is an organic, amino-functional group containing at least one amino-functional group; "a” assumes values in the range of about 0 to about 2, “b” assumes values in the range of about 1 to about 3, “a” + “b” is less than or equal to 3, and "c” is a number in the range from about 1 to about 3, and 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, and y is a number ranging
  • 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 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CI-13) Cl-12, 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) 2 -, - (CH 2 ) 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 ) zzNH, where 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 ) zzNX 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
  • the molar ratio of the R a Q b SiO (4 a a b) / 2 units to the R c 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.
  • Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (Si-II)
  • R 'a G 3-a -Si (OSiG 2) n (OSiG b R'2- b) m -0-SiG3-a-R'a (Si-II), include, in which means:
  • G is -H, a phenyl group, -OH, -O-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-
  • n 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 values from 1 to 2000, in particular from 1 to 10,
  • R - R ' is a monovalent radical selected from
  • each Q is a chemical bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 3 ) 2 -, -CH 2 CH 2 CH 2 CH 2 -, -CH 2 C (CH 3 ) 2 -, -CH (CH 3 ) CH 2 CH 2 -,
  • R " is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3 ) Ph, the C ⁇ o-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , - CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , and 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 at least one amino-functional silicone of the formula (Si-IIa)
  • m and n are numbers whose sum (m + n) is between 1 and 2,000, preferably between 50 and 150, where n is preferably from 0 to 1999 and especially from 49 to 149, and m preferably takes values from 1 to 2000, in particular from 1 to 10.
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration.
  • compositions according to the invention which are an amino-functional silicone of the formula (Si-IIb)
  • 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 which contain an amino-functional silicone whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g, are preferred ,
  • the amine number stands for the Mil Ii equivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • Agents preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 10% by weight, preferably 0.1 to 8% by weight, particularly preferably 0.25 to 7.5% by weight and in particular 0, 5 to 5 wt.% Amino-functional silicone (s) included.
  • agents according to the invention which contain at least one silicone of the formula Si-III fO-Si-CH 3 ) 2 l, - (Si-II)
  • x is a number from 3 to 200, preferably from 3 to 10, more preferably from 30 to 7 and in particular 3, 4, 5 or 6.
  • the silicones described above have a backbone composed of -Si-O-Si units.
  • these Si-O-Si units may also be interrupted by carbon chains.
  • Appropriate molecules are accessible by chain extension reactions and are preferably used in the form of silicone-in-water emulsions.
  • the silicones are preferably water-soluble. Agents preferred according to the invention are characterized in that they contain at least one water-soluble silicone.
  • hair-treatment compositions according to the invention are preferred which, based on their weight, are from 0.15 to 7.5% by weight, preferably from 0.2 to 5% by weight, more preferably from 0.25 to 3% by weight, still further preferably 0.3 to 2.5 wt .-%, particularly preferably 0.4 to 2 wt .-% and in particular 0.5 to 1, 5 wt .-% of at least one silicone of the formula Si-I and / or Si Ila and / or Si-I b
  • x is a number from 0 to 100, preferably from 0 to 50, more preferably from 0 to 20 and in particular 0 to 10, stands
  • n 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 values from 1 to 2000, in particular from 1 to 10, R represents -OH, -O-CH 3 or a -CH 3 group
  • k, n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000, preferably between 50 and 150, the sum (n1 + n2) preferably having values from 0 to 1999 and especially from 49 to 149 and m preferably assumes values of from 1 to 2000, in particular from 1 to 10.
  • a second group of ingredients that can be used as a nourishing fat component in the compositions of the invention are the oil bodies. These are, for example, with particular preference ester oils.
  • the ester oils are esters of C 6 - C 30 fatty acids with C 2 - C 30 fatty alcohols.
  • the monoesters of the fatty acids with alcohols having 2 to 24 carbon atoms are preferred.
  • fatty acid components used in the esters are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic Behenic acid and erucic acid and their technical mixtures.
  • fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, Behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures.
  • isopropyl myristate IPM Rilanit ®
  • isononanoic acid C16-18 alkyl ester Cetiol ® SN
  • 2-ethylhexyl palmitate Cegesoft ® 24
  • stearic acid 2-ethylhexyl ester Cetiol ® 868
  • cetyl oleate glycerol tricaprylate, Kokosfettalkohol- caprate / caprylate (Cetiol ® LC), n-butyl stearate, oleyl erucate (Cetiol ® J 600)
  • ester oils may also be alkoxylated with ethylene oxide, propylene oxide, or mixtures of ethylene oxide and propylene oxide.
  • the alkoxylation can be found both on the fatty alcohol part and on the fatty acid part and on both parts of the ester oils.
  • R 1 is a saturated or unsaturated, branched or unbranched, cyclic saturated cyclic unsaturated acyl radical having 6 to 30 carbon atoms,
  • AO is ethylene oxide, propylene oxide or butylene oxide
  • X is a number between 1 and 200, preferably 1 and 100, more preferably between 1 and 50, most preferably between 1 and 20, most preferably between 1 and 10 and most preferably between 1 and 5,
  • R 2 represents a saturated or unsaturated, branched or unbranched cyclic saturated cyclic unsaturated alkyl, alkenyl, alkynyl, phenyl or benzyl radical having from 6 to 30 carbon atoms.
  • fatty acid moieties used as radical R1 in the esters are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myric acid, stingic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid, and technical mixtures thereof.
  • fatty alcohol moieties R2 in the ester oils are benzyl alcohol, isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol , Arachylalkohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures.
  • a particularly preferred ester oil according to the invention is obtainable, for example, under the INCI name PPG-3 benzyl ether myristate.
  • ester oils are to be understood as meaning:
  • Dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecyl acelate
  • diol esters such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di (2- ethylhexanoate), propylene glycol diisostearate,
  • Fatty acid partial glycerides ie monoglycerides, diglycerides and their technical mixtures. Typical examples are mono- and / or diglycerides based on caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, Gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • oleic acid monoglycerides are used.
  • the ester oils are preferably present in the compositions according to the invention in an amount of from 0.1 to 10% by weight, preferably from 0.2 to 7.5% by weight, more preferably from 0.5 to 5% by weight, most preferably from 1 to 2 , 5% by weight used. Of course, it is also possible according to the invention to use several ester oils at the same time.
  • oils examples include sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil. Also suitable, however, are other triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils.
  • the compounds are available as commercial products 1, 3-di- (2-ethyl-hexyl) - cyclohexane (Cetiol ® S), and di-n-octyl ether (Cetiol ® OE) may be preferred.
  • natural oils for example, amaranth seed oil, apricot kernel oil, argan oil, avocado oil, babassu oil, cottonseed oil, borage seed oil, camelina oil, thistle oil, peanut oil, pomegranate seed oil, grapefruit seed oil, hemp oil, hazelnut oil, elderflower seed oil, currant seed oil, jojoba oil, cocoa butter, linseed oil, macadamia nut oil, corn oil, almond oil, Marula oil, evening primrose oil, olive oil, palm oil, rapeseed oil, rice oil, sea buckthorn pulp oil, sea buckthorn seed oil, sesame oil, shea butter, soybean oil, sunflower oil, grapeseed oil, walnut oil or wild rose oil used.
  • natural oils for example, amaranth seed oil, apricot kernel oil, argan oil, avocado oil, babassu oil, cottonseed oil, borage seed oil, camelina oil, thistle oil, peanut oil, pomegranate seed oil, grapefruit seed
  • hair treatment compositions according to the invention are preferred which are 0.05 to 7.5% by weight, preferably 0.05 to 5% by weight, more preferably 0.05 to 3% by weight, even more preferably 0.1 to 2 , 5 wt .-%, particularly preferably 0.1 to 2 wt .-% and in particular 0.1 to 1, 5 wt .-% of at least one oil from the groups
  • esters of branched C 6 -C 3 -carboxylic acids with linear C 6 -C 20 -fatty alcohols the esters of linear C 6 -C 8 -fatty acids with branched alcohols,
  • a particularly suitable ingredient c2) in the inventive compositions is Dicocoyl pentaerythrityl distearate citrate which is commercially available for example under the trade name Cutina ® Shine.
  • Hair treatment agents particularly preferred according to the invention contain from 0.1 to 7.5% by weight, preferably from 0.1 to 5% by weight, more preferably from 0.1 to 3% by weight, even further preferably 0.1 to 2.5 wt .-%, particularly preferably 0.2 to 2 wt .-% and in particular 0.2 to 1, 5 wt .-% dicocoyl pentaerythrityl distearate citrate.
  • a third group of ingredients which can be used as a nourishing fat component in the compositions of the invention are the cationic compounds.
  • Cationic compounds are, for example, monomeric cationic or amphoteric ammonium compounds, monomeric amines, aminoamides, polymeric cationic ammonium compounds and polymeric amphoteric ammonium compounds. From this large number of possible quaternary ammonium compounds, the following groups have proven to be particularly suitable.
  • Esterquats according to the formula (Tkat1 -2) form the first group.
  • radicals R1, R2 and R3 are each independently and may be the same or different.
  • the radicals R1, R2 and R3 mean:
  • branched or unbranched alkyl radical having 1 to 4 carbon atoms, which may contain at least one hydroxyl group, or
  • aryl or alkaryl radical for example phenyl or benzyl
  • radical (--X - R4) with the proviso that at most 2 of the radicals R1, R2 or R3 can stand for this radical:
  • the rest - (X - R4) is contained at least 1 to 3 times.
  • n 1 to 200, preferably 1 to 100, particularly preferably 1 to 50, and particularly preferably 1 to 20 with R 5 in the meaning of hydrogen, methyl or ethyl,
  • hydroxyalkyl group of one to four carbon atoms which may be branched or unbranched, and which contains at least one and at most 3 hydroxy groups.
  • Examples are: -CH 2 OH, -CH 2 CH 2 OH, -CHOHCHOH, -CH 2 CHOHCH 3 , -CH (CH 2 OH) 2 , -COH (CH 2 OH) 2 , -CH 2 CHOHCH 2 OH, CH 2 CH 2 CH 2 OH and hydroxybutyl radicals, and R4 stands for:
  • R6-0-C0- wherein R6 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, and which optionally further with 1 to 100 ethylene oxide units and or 1 to 100 propylene oxide units may be ethoxylated, or
  • R 7 -CO- wherein R 7 is a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxy group, and which optionally further with 1 to 100 ethylene oxide units and / or 1 to 100 propylene oxide units can be ethoxylated,
  • A represents a physiologically acceptable organic or inorganic anion and is defined here as representative of all structures also described below.
  • the anion of all described cationic compounds is selected from the halide ions, fluoride, chloride, bromide, iodide, sulfates of the general formula RSO 3 " , wherein R has the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, or anionic radicals of organic acids such as Maleate, fumarate, oxalate, tartrate, citrate, lactate or acetate.
  • Such products are marketed under the trademarks Rewoquat ®, Stepantex® ®, Dehyquart® ®, ® and Armocare® Akypoquat ®.
  • the products Armocare ® VGH-70, Dehyquart ® F-75, Dehyquart ® C-4046 Dehyquart ® L80, Dehyquart ® F-30, Dehyquart ® AU-35, Rewoquat ® WE18, Rewoquat ® WE38 DPG, Stepantex ® VS 90 and Akypoquat ® 131 are examples of these esterquats.
  • R8 corresponds in its meaning R7.
  • esterquats with tradenames Armocare ® VGH-70 are, as well as Dehyquart ® F-75, Dehyquart ® L80, Stepantex ® VS 90 and Akypoquat ® 131st
  • Tkat2 Another group are quaternary imidazoline compounds.
  • the formula (Tkat2) shown below shows the structure of these compounds.
  • the radicals R independently of one another each represent a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of 8 to 30 carbon atoms.
  • the preferred compounds of the formula (Tkat2) contain for R the same hydrocarbon radical.
  • the chain length of the radicals R is preferably 12 to 21 carbon atoms.
  • A is an anion as previously described. Examples according to the invention are available, for example, under the INCII names Quaternium-27, Quaternium-72, Quaternium-83 and Quaternium-91. Quaternium 91 is highly preferred according to the invention.
  • compositions according to the invention furthermore comprise at least one amine and / or cationized amine, in particular an amidoamine and / or a cationized amidoamine having the following structural formulas:
  • R 1 is an acyl or alkyl radical having 6 to 30 C atoms, which may be branched or unbranched, saturated or unsaturated, and wherein the acyl radical and / or the alkyl radical may contain at least one OH group, and
  • R2, R3 and R4 are each independently
  • hydroxyalkyl group having one to 4 carbon atoms having at least one and at most three hydroxy groups, for example -CH 2 OH, -CH 2 CH 2 OH, -CHOHCHOH, -CH 2 CHOHCH 3 , -CH (CH 2 OH) 2 , -COH (CH 2 OH) 2 , -CH 2 CHOHCH 2 OH, -CH 2 CH 2 CH 2 OH and hydroxybutyl radicals, and
  • A is an anion as previously described and
  • n is an integer between 1 and 10.
  • R1 is a branched or unbranched, saturated or unsaturated acyl radical having 6 to 30 carbon atoms, which may contain at least one OH group means.
  • amidoamines and / or quaternized amidoamines in which R 2, R 3 and / or R 4 in the formula (Tkat3) represent a radical according to the general formula CH 2 CH 2 OR 5, where R 5 is the meaning of alkyl radicals having 1 to 4 carbon atoms , Hydroxyethyl or hydrogen.
  • the preferred size of n in the general formula (Tkat8) is an integer between 2 and 5.
  • the alkylamidoamines can both be present as such and converted by protonation in a correspondingly acidic solution into a quaternary compound in the composition. According to the invention, the cationic alkylamidoamines are preferred.
  • Witcamine ® 100 Incromine ® BB, Mackine ® 401 and other Mackine ® grades, Adogen ® S18V, and as a permanent cationic aminoamines: Rewoquat ® RTM 50, Empigen ® CSC, Swanol ® Lanoquat DES-50, Rewoquat ® UTM 50, Schercoquat® ® BAS ® Lexquat AMG-BEO, or Incroquat ® behenyl HE.
  • the abovementioned cationic surfactants can be used individually or in any desired combinations with one another, with amounts of from 0.01 to 10% by weight, preferably from 0.01 to 7.5% by weight, and very particularly preferably from 0 to 0, 1 to 5.0% by weight. The very best results are obtained with amounts of from 0.1 to 3.0% by weight, based in each case on the total composition of the particular agent.
  • quaternary ammonium compounds are cationic and amphoteric polymers.
  • the cationic and / or amphoteric polymers may be homopolymers or copolymers or polymers based on natural polymers, wherein the quaternary nitrogen groups are contained either in the polymer chain or preferably as a substituent on one or more of the monomers.
  • the ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable cationic monomers are unsaturated, free-radically polymerizable compounds which carry at least one cationic group, in particular ammonium-substituted vinyl monomers such as, for example, trialkylmethacryloxyalkylammonium, trialkylacryloxyalkylammonium, dialkyldiallylammonium and quaternary
  • Vinyl ammonium monomers with cyclic, cationic nitrogen-containing groups such as pyridinium, imidazolium or quaternary pyrrolidones, e.g. Alkylvinylimidazolium, Alkylvinylpyridinium, or Alyklvinylpyrrolidon salts.
  • the alkyl groups of these monomers are preferably lower alkyl groups such as C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • the ammonium group-containing monomers may be copolymerized with non-cationic monomers.
  • Suitable comonomers are, for example, acrylamide, methacrylamide; Alkyl and dialkylacrylamide, alkyl and dialkylmethacrylamide, alkylacrylate, alkylmethacrylate, vinylcaprolactone, vinylcaprolactam, vinylpyrrolidone, vinylester, e.g. Vinyl acetate, vinyl alcohol, propylene glycol or ethylene glycol, wherein the alkyl groups of these monomers are preferably C1 to C7 alkyl groups, more preferably C1 to C3 alkyl groups.
  • R -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 and
  • Polymers are those inventively preferred for which at least one of the following
  • R is a methyl group
  • R 2 , R 3 and R 4 are methyl groups
  • m is 2.
  • Suitable physiologically tolerated counterions X " include, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ion. Preference is given to methosulfates and halide ions, in particular chloride.
  • Particularly suitable homopolymers are, for example
  • Poly (methacryloyloxyethyltrimethylammonium) compounds If desired, these compounds can be crosslinked.
  • the anions are selected from the physiologically acceptable anions, as previously described in the case of the quaternary ammonium compounds.
  • An example is that, if desired networked,
  • Such products are (3V Sigma), for example, under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen® ® CR commercially available.
  • the homopolymer is preferably used in the form of a non-aqueous polymer dispersion.
  • Such polymer dispersions are available under the names Salcare ® SC 95 and Salcare ® SC 96 in the trade.
  • Suitable cationic polymers derived from natural polymers are cationic derivatives of polysaccharides, for example, cationic derivatives of cellulose, starch or guar. Also suitable are chitosan and chitosan derivatives. Cationic polysaccharides have the general formula G-O-B-N + R a R b R c A "
  • G is an anhydroglucose residue, for example starch or cellulose anhydroglucose
  • B is a divalent linking group, for example alkylene, oxyalkylene, polyoxyalkylene or
  • R a , R b and R c are independently alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl or alkoxyaryl each having up to 18 carbon atoms, wherein the total number of carbon atoms in R a , R b and R c is preferably not more than 20 is;
  • a " is a common counteranion and is preferably chloride.
  • Cationic, ie quaternized celluloses are available on the market with varying degrees of substitution, cationic charge density, nitrogen content and molecular weights.
  • Polyquaternium-67 is commercially available under the designations SL ® polymer or polymer ® SK (Amerchol) is.
  • Other cationic celluloses are, 400 (Amerchol, INCI name Polyquaternium-10) and polymer Quatrisoft ® LM-200 (Amerchol, INCI name Polyquaternium-24) under the names Polymer JR ®.
  • the compounds Celquat ® H 100 and Celquat ® L are 200.
  • Mirustyle CP ® of the company.
  • Croda with Trimonium and Cocodimonium hydroxyethylcellulose a further derivatized cellulose with the INCI name Polyquaternium-72 before.
  • Polyquaternium-72 can be used pre-dissolved both in solid form and already in aqueous solution.
  • Particularly preferred cationic celluloses are Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and Polyquaternium-72.
  • Suitable cationic guar derivatives are marketed under the trade name Jaguar ® and have the INCI name guar hydroxypropyltrimonium chloride. Also particularly suitable cationic guar derivatives also by the company. Hercules under the name N-Hance ® commercially. Other cationic guar derivatives are marketed by the company. Cognis under the name Cosmedia® ®. A preferred cationic guar derivative is the commercial product AquaCat® ® from. Hercules. This raw material is an already pre-dissolved cationic guar derivative. The cationic guar derivatives are preferred according to the invention.
  • a suitable chitosan is sold, for example, by Kyowa Oil & Fat, Japan under the trade name Flonac ®.
  • a preferred chitosan is chitosoniumpyrrolidone is, for example, sold under the name Kytamer ® PC by Amerchol, USA.
  • Further chitosan derivatives are Hydagen® ® CMF, Hydagen® ® HCMF and Chitolam ® NB / 101 freely available under the trade names in the trade.
  • honey for example the commercial product Honeyquat ® 50,
  • Vinylpyrrolidone vinylimidazoliummethochloride copolymers such as those offered under the names Luviquat.RTM ® FC 370, FC 550 and the INCI name Polyquaternium-16 and FC 905 and HM 552,
  • vinylpyrrolidone / dimethylaminoethyl for example vinylpyrrolidone / dimethylaminoethyl copolymer available under the trade names Gafquat ® 755 N and Gafquat ® 734, United States is marketed by Gaf Co. and the INCI - name Polyquaternium-1 1,
  • Polyquaternium-2, Polyquaternium-17, Polyquaternium-18 and Polyquaternium-27 with quaternary nitrogen atoms in the polymer main chain Vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers, as are commercially available with acrylic acid esters and acrylamides as the third monomer unit, for example, under the name Aquaflex® SF 40.
  • Amphoteric polymers according to the invention are those polymers in which a cationic group is derived from at least one of the following monomers:
  • R -CH CR 2 -CO-Z- (C n H 2n ) -N (+) R 2 R 3 R 4 A () (monol)
  • R and R 2 independently of one another represent hydrogen or a methyl group and R 3 , R 4 and R 5 independently of one another represent alkyl groups having 1 to 4 carbon atoms, Z denotes an NH group or an oxygen atom, n denotes an integer of 2 to 5 and A (_) is the anion of an organic or inorganic acid,
  • R 6 and R 7 independently of one another represent a (C 1 -C 4 ) -alkyl group, in particular a methyl group and
  • R 8 -CH CR 9 -COOH (mono 3)
  • R 8 and R 9 are independently hydrogen or methyl groups.
  • amphoteric polymers are copolymers of at least one monomer (monol) or (mono 2) with the monomer (mono 3), in particular copolymers of the monomers (mono 2) and (mono 3).
  • amphoteric polymers are copolymers of diallyl dimethyl ammonium chloride and acrylic acid. These copolymers are sold under the INCI name Polyquaternium-22, inter alia with the trade name Merquat® 280 (Nalco).
  • amphoteric polymers according to the invention may additionally contain one monomer (mono 4).
  • Amphoteric polymers based on a comonomer (Mono4) which are very particularly preferably used according to the invention are terpolymers of diallyldimethylammonium chloride, acrylamide and acrylic acid. These copolymers are marketed ® under the INCI name Polyquaternium-39, among others, with the trade name Merquat Plus 3330 (Nalco).
  • a highly preferred amphoteric polymer according to the invention is a copolymer which is composed as follows: 0.1 to 50% (based on the total number of monomers in the copolymer) of monomers of the formula (I)
  • R is preferably a methyl group, and also R 2 , R 3 , R 4 , R 5 and R 6 are methyl groups.
  • the group Z is preferably an -NH group, the index n is particularly preferably the number 3.
  • a preferred monomer which satisfies the criteria mentioned in the preceding paragraph furthermore has, as group B, a -CH 2 -CH (OH) -CH 2 group, and the index m is the number 0. Polymers containing such monomers are preferably used within narrower ranges.
  • preferred hair treatment compositions are characterized in that they - based on their weight - 0.001 to 5 wt .-%, preferably 0.0025 to 2.5 wt .-%, particularly preferably 0.005 to 1 wt .-%, more preferably 0 , 0075 to 0.75 wt .-% and in particular 0.01 to 0.5 wt .-% of at least one copolymer A from
  • A1 from 0.1 to 50%, preferably from 10 to 50% (based on the total number of monomers in the copolymer) of monomers of the formula (Ia)
  • X is chloride, sulphate, methosulphate,
  • the monomer A2 represents 50 to 99.9%, preferably 50 to 90% (based on the total number of monomers in the copolymer) of the copolymer;
  • a further preferred monomer which corresponds to the criteria mentioned in the preceding paragraph, has, as group B, furthermore a -CH 2 -CH (OH) -CH 2 group, as group A a - (CH 2 ) 2- or a - ( CH 2 ) 3- or a - (CH 2 ) 4 group, and the index m is the number 1.
  • Polymers containing such monomers are also preferably used within narrower ranges.
  • preferred hair treatment compositions are characterized in that they - based on their weight - 0.001 to 5 wt .-%, preferably 0.0025 to 2.5 wt .-%, particularly preferably 0.005 to 1 wt .-%, more preferably 0 , 0075 to 0.75 wt .-% and in particular 0.01 to 0.5 wt .-% of at least one copolymer A from A1) from 0.1 to 50%, preferably from 10 to 50% (based on the total number of monomers in the copolymer) of monomers of the formula (Ib)
  • p 2, 3 or 4
  • X is chloride, sulphate, methosulphate,
  • the monomer A2 represents 50 to 99.9%, preferably 50 to 90% (based on the total number of monomers in the copolymer) of the copolymer;
  • Particularly preferred monomers A2 are acrylic acid or its salts (also mixed, i.e. partially neutralized acrylic acids) and acrylamide.
  • a preferred copolymer A is a copolymer of the monomer (Ia), sodium acrylate and acrylamide, the following distribution (in% of the total monomers contained in the polymer) being preferred:
  • Sodium acrylate 10 to 95%, preferably for 50 to 70%
  • Acrylamide 0 to 50%, preferably 0 to 30%
  • a preferred copolymer A contains the following number of the respective monomers:
  • Monomer (Ia) Values from 1 to 12500, preferably from 2 to 8000, more preferably from 3 to 4000 and in particular from 5 to 2000
  • Sodium acrylate Values from 1 to 24,000, preferably from 5 to 15,000, more preferably from
  • amphopolymers are particularly preferred if they contain at least one copolymer A of the general formula (Ic)
  • Q is from 3 to 55,000, preferably from 10 to 25,000, particularly preferably from 50 to 15,000, more preferably from 100 to 10,000, even more preferably from 500 to 8000 and in particular from 1000 to 5000,
  • x stands for (0 to 0.5) Q, preferably for (0 to 0.3) Q and in particular for the values 0, 1, 2, 3, 4, 5, wherein the value 0 is preferred,
  • y stands for (0.1 to 0.95) Q, preferably for (0.5 to 0.7) Q and in particular for values of 1 to 24000, preferably of 5 to 15000, particularly preferably of 10 to 10000 and in particular of 100 to 4800,
  • z stands for (0.001 to 0.5) Q, preferably for (0.1 to 0.5) Q and in particular for values from 1 to 12500, preferably from 2 to 8000, particularly preferably from 3 to 4000 and in particular from 5 to 2000th
  • compositions according to the invention may also contain a copolymer which is composed of monomers of the formula (Ia), maleic or fumaric acid (or their disodium salts) and acrylamide.
  • a copolymer which is composed of monomers of the formula (Ia), maleic or fumaric acid (or their disodium salts) and acrylamide.
  • the following distribution in% of the total monomers contained in the polymer is preferred:
  • Acrylamide 0 to 50%, preferably 0 to
  • a preferred copolymer A contains the following number of the respective monomers:
  • Monomer (Ia) Values of up to 12500, preferably from 2 to 8000, more preferably from 3 to
  • Maleic acid or fumaric acid (or their disodium salt): values of from 1 to 24,000, preferably from 5 to 15,000, particularly preferably from 10 to
  • a most preferred polymer which is constructed as described previously, under the INCI - free commercially, for example from Rhodia available as Polycare ® Boost designation Polyquaternium-74.
  • amphoteric polymers can generally be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
  • the abovementioned cationic polymers can be used individually or in any desired combinations with one another, with amounts of from 0.01 to 10% by weight, preferably from 0.01 to 7.5% by weight, and very particularly preferably from 0 to 0, 1 to 5.0 wt.% Are included. The very best results are obtained with amounts of from 0.1 to 3.0% by weight, based in each case on the total composition of the particular agent.
  • hair treatment compositions according to the invention which contain 0.01 to 7.5% by weight, preferably 0.05 to 5% by weight, more preferably 0.05 to 3% by weight, even more preferably 0.1 to 2 , 5 wt .-%, particularly preferably 0.1 to 2 wt .-% and in particular 0.1 to 1, 5 wt .-% of at least one cationic compound from the group
  • quaternized cellulose derivatives in particular Polyquaternium 10 and / or Polyquaternium 67, and / or
  • the hair treatment compositions preferably further contain at least one member selected from the group consisting of anionic, amphoteric, zwitterionic, nonionic surfactants or mixtures thereof, vitamins, provitamins, protein hydrolysates, plant extracts, UV filters and amino acids.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.5 to 70% by weight, preferably from 1 to 60% by weight and in particular from 5 to 25% by weight of anionic and / or nonionic (s) and / or cationic and / or amphoteric surfactant (s).
  • 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,
  • 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 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 derived from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as C 2/4 - or C 2 / i 8 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 (T2)
  • Y is CHCOOR 2 wherein X is H or a -CH 2 COOR group, Y is H or -OH is under the condition that Y is H when X is -CH 2 COOR, R, R and R 2 independently of one another denote a hydrogen atom, an alkali metal or alkaline earth metal cation, an ammonium group which is a cation of an ammonium organic base or a Z radical derived from a polyhydroxylated organic compound selected from the group of etherified (C 6 -C 8 ) Alkylpolysaccharides having 1 to 6 monomeric 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 or R 2 is a radical Z,
  • 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 with 8 to 30 C atoms and x 0 or 1-12,
  • esters of tartaric acid and citric acid with alcohols the addition products of about 2-15
  • Molecules of ethylene oxide and / or propylene oxide at C 8 Represent 22 fatty alcohols
  • Monoglyceride sulfates and monoglyceride ether sulfates Monoglyceride sulfates and monoglyceride ether sulfates.
  • Preferred anionic surfactants and emulsifiers are acylglutamates, acyl isethionates, acyl sarcosinates and acyl taurates, each with a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 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 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 the
  • 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 ( - ) 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-ol Hydroxyethylimidazoline each having 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydroxyethylcarboxymethylglycinat.
  • alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acid salts having 10 to 18 C atoms in the alkyl group and up to 12 glycol ether groups in the molecule and sulfosuccinic acid mono- and dialkyl esters having 8 to 18 C atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
  • Particularly preferred anionic surfactants are the alkali metal or ammonium salts of lauryl ether sulfate having a degree of ethoxylation of 2 to 4 EO.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.1 to 20% by weight, preferably from 0.25 to 17.5% by weight and in particular from 5 to 15% by weight of anionic (s ) Surfactant (s), more preferably fatty alcohol ether sulfates of the formula
  • n is from 5 to 21, preferably from 7 to 19, particularly preferably from 9 to 17 and in particular from 1 1 to 13 and k are values of 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, preferably 1, 2 or 3 and especially 2, and M is a cation from the group Na + , K + NH 4 + , Vi Mg 2+ , Vi Zn 2+ , preferably Na + .
  • 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 ( - ) 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 fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants and emulsifiers are understood to mean 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.
  • compositions according to the invention are characterized in that they contain amphoteric surfactant (s) from the groups of
  • Alkylaminoacetic acids each having about 8 to 24 carbon atoms in the alkyl group
  • N-alkyl-N, N-dimethylammonium glycinates for example cocoalkyldimethylammonium glycinate,
  • N-acylaminopropyl-N, N-dimethylammonium glycinates for example cocoacylaminopropyl-dimethylammonium glycinate,
  • amphoteric surfactant (s) in amounts of 0.5 to 9 wt .-%, preferably from 0.75 to 8 wt .-% and in particular from 1 to 7.5 wt .-%, each based on the total agent included.
  • Particularly preferred hair treatment agents contain as amphoteric surfactants betaines of the formula (T4)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
  • surfactants are referred to the INCI nomenclature as Amidopropylbetaine, wherein the representatives derived from coconut fatty acids are preferred and are referred to as Cocoamidopropylbetaine.
  • surfactants of the formula (T4) which are a mixture of the following representatives:
  • agents according to the invention are preferred which, based on their weight, are from 0.25 to 8% by weight, more preferably from 0.5 to 7% by weight, more preferably from 0.75 to 6.5% by weight and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (T4).
  • the hair-treatment compositions according to the invention can be used with particular preference as amphoteric surfactants betaines of the formula (T5)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
  • These surfactants are referred to according to the INCI nomenclature as amphoacetates, wherein the representatives derived from coconut fatty acids are preferred and are referred to as cocoamphoactetates.
  • surfactants of this type often also contain betaines of the formula (T5a)
  • R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms and M is a cation.
  • surfactants are referred to according to the INCI nomenclature as Amphodiacetate, wherein the representatives derived from coconut fatty acids are preferred and are referred to as Cocoamphodiactetate.
  • surfactants of the formula (T5) which are a mixture of the following representatives:
  • agents according to the invention are preferred which, based on their weight, are from 0.25 to 8% by weight, more preferably from 0.5 to 7% by weight, more preferably from 0.75 to 6.5% by weight and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (T5).
  • hair-treatment compositions according to the invention are preferred in which the radical R in the formulas (VI) and (VII) is selected from
  • nonionic surfactants are alkyl polyglycosides. Accordingly, hair treatment compositions according to the invention are preferred which contain as nonionic surfactants - based on their weight - 0.1 to 20 wt .-% alkylpolyglycosides of the general formula RO- (Z) x , where R is alkyl, Z for sugar and x for the number the sugar units stands.
  • Alkyl polyglycosides are nonionic surfactants made entirely from renewable resources (sugar building blocks, predominantly glucose, for example from corn starch and fatty alcohol, for example from coconut oil). Alkyl polyglycosides are accessible by acid-catalyzed reaction (Fischer reaction) of sugars, especially glucose (or starch) or butyl glycosides with fatty alcohols.
  • alkyl monoglucoside alkyl- ⁇ -D- and ⁇ -D-glucopyranoside and small amounts of glucofuranoside
  • alkyldiglucosides -isomaltosides, maltosides, etc.
  • alkyl oligoglucosides maltotriosides, tetraosides, etc.
  • the average degree of polymerization of commercial products whose alkyl radicals are in the range C8-C16 is 1, 2-1, 5.
  • alkylpolyglycosides corresponding to the general formula RO - (Z) x , where R is alkyl, Z is sugar and x is the number of sugar units.
  • R is alkyl
  • Z is sugar
  • x is 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.
  • Other surfactants which can be used particularly advantageously in the compositions according to the invention, especially in admixture with alkylpolyglycosides, are glutamates, asparaginates and sulfoacetates.
  • hair treatment compositions according to the invention contain, based on their weight, 0.1 to 20% by weight of fatty acid glutamates (acylglutamates) and / or fatty acid asparaginates (acylasparaginates) and / or alkylsulfoacetates (sulfoacetic acid alkyl esters).
  • fatty acid glutamates acylglutamates
  • fatty acid asparaginates acylasparaginates
  • alkylsulfoacetates sulfoacetic acid alkyl esters
  • R-CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alka nolammonium or glucammonium stands.
  • blends of alkyl glucosides with acyl glutamates have a very good dermatological compatibility and an improved foamability both with regard to the base foam and the foam stability in the presence of water hardness.
  • Acylglutamates are known anionic surfactants which can be obtained, for example, by Schotten-Baumann acylation of glutamic acid with fatty acids, fatty acid esters or chlorides. Products for sale are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP.
  • acylglutamates are anionic surfactants 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 Particularly preferred are sodium N-cocoyl and sodium N-stearoyl-L-glutamate
  • compositions according to the invention may contain the alkyl and / or alkenyl oligoglucosides and the acyl glutamates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
  • R-CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alka nolammonium or glucammonium stands.
  • Acylasparaginates are known anionic surfactants which can be obtained, for example, by Schotten-Baumann acylation of aspartic acid with fatty acids, fatty acid esters or chlorides. Products for sale are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP.
  • acylasparaginates are anionic surfactants derived from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as C12 / 14 or C12 / 18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid. Particularly preferred are sodium N-cocoyl and sodium N-stearoyl-L-aspartate
  • the agents according to the invention may also contain the alkyl and / or alkenyl oligoglucosides and the acylasparaginates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
  • Sulfoacetates are usually salts of esters of sulfoacetic acid and can be represented by the general formula
  • R is a linear or branched alkyl or alkenyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium stands.
  • the use of the sodium salt of sulfoacetic acid with the INCI is particularly preferred.
  • Sodium lauryl sulphoacetate is a white, free-flowing powder that reacts neutrally, with good foaming power, wetting power and dispersibility.
  • compositions according to the invention can be further enhanced by using certain care substances.
  • these are selected from certain groups of known care substances, since these care substances harmoniously in terms of formulation and the care effect with the combination used according to the invention.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they additionally contain care substances (e), based on their weight, in amounts of from 0.001 to 10% by weight, preferably from 0.005 to 7.5% by weight, particularly preferably from 0.01 to 5 Wt .-% and in particular 0.05 to 2.5 wt .-%, with preferred care substance (s) are selected from the group i. L-carnitine and / or its salts;
  • L-carnitine (IUPAC name (R) - (3-carboxy-2-hydroxypropyl) -A /, A /, A / -trimethylammonium hydroxide) is a naturally occurring, vitamin-like substance. It plays an essential role in the energy metabolism of human, animal and plant cells. L-carnitine can be obtained in various ways on an industrial scale. For example, a, the body's own biosynthesis imitating, biotechnological process: In large fermentation tanks while the precursor of L-carnitine ( ⁇ -butyrobetaine) using Gram-negative bacteria (rhizobia) is converted into L-carnitine.
  • L-carnitine can form addition compounds and double salts.
  • L-carnitine derivatives which are preferred according to the invention are selected in particular from acetyl-L-carnitine, L-carnitine fumarate, L-carnitine citrate, lauroyl-L-carnitine and particularly preferably L-carnitine tartrate.
  • the L-carnitine compounds mentioned are available, for example, from Lonza GmbH (Wuppertal, Germany).
  • Preferred hair treatment compositions according to the invention are characterized in that they contain -0.001 to 10% by weight, preferably 0.005 to 7.5% by weight, particularly preferably 0.01 to 5% by weight, and in particular 0.05, by weight contain up to 2.5 wt .-% L-carnitine or L-carnitine derivatives, preferred L-carnitine derivatives are selected from acetyl-L-carnitine, L-carnitine fumarate, L-carnitine citrate, lauroyl-L-carnitine and in particular L-carnitine tartrate.
  • preferred hair treatment compositions contain - based on their weight - 0.01 to 15 wt .-%, preferably 0.025 to 12.5 wt .-%, particularly preferably 0.05 to 10 wt .-%, more preferably 0.1 to 7 , 5 wt .-% and in particular 0.5 to 5 wt .-% taurine (2-aminoethanesulfonic acid).
  • vitamins, provitamins or vitamin precursors are vitamins, provitamins or vitamin precursors. These are described below:
  • the group of substances designated as vitamin A includes retinol (vitamin A and 3,4-didehydroretinol (vitamin A 2 ) .beta.-carotene is the provitamin of retinol.)
  • the vitamin A component is, for example, vitamin A acid and their esters, vitamin A aldehyde and vitamin A alcohol, as well as its esters such as the palmitate and the acetate in Consideration.
  • the agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.
  • the vitamin B group or the vitamin B complex include u. a.
  • 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 (see below).
  • 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 is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-c] imidazole-4-valeric acid, for which, however, the common name biotin has meanwhile prevailed.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
  • hair-treatment compositions according to the invention are preferred which, based on their weight, are 0.1 to 5% by weight, preferably 0.2 to 4% by weight, more preferably 0.25 to 3.5% by weight, more preferably 0.5 to 3 wt .-% and in particular 0.5 to 2.5 wt .-% vitamins and / or pro-vitamins and / or vitamin precursors containing, preferably, the groups A, B, C, E, F and H.
  • vitamin B 5 2,4-dihydroxy- / V- (3-hydroxypropyl) -3,3-dimethyl-butyramide, provitamin B 5 ) and / or pantothenic acid (vitamin B 3 , vitamin B 5 ) and / or Niacin, niacinamide or nicotinamide (vitamin B 3 ) and / or L-ascorbic acid (vitamin C) and / or thiamine (vitamin B 1 and / or riboflavin (vitamin B 2 , vitamin G) and / or biotin (vitamin B 7 , Vitamin H) and / or folic acid (vitamin B 9 , vitamin B c or vitamin M) and / or vitamin B 6 and / or vitamin B 2 .
  • compositions according to the invention can therefore contain from 0.0001 to 5% by weight of at least one biochinone of the formula (Ubi)
  • X, Y, Z are independently -O- or -NH- or NR- or a chemical bond
  • R 1 , R 2 , R 3 independently of one another represent a hydrogen atom or an optionally substituted aryl group or an optionally substituted (C 1 -C 4 ) alkyl group or a hydroxyalkyl group or a polyhydroxyalkyl group or an optionally substituted (C 6 -C 6 ) -alkylene group, or a ( C 1 -C 6 acyl radical, preferred radicals being selected independently of one another from -H, -CH 3 , -CH 2 CH 3 , -CH (CH 3) 2, - (CH 2) 3 CH 3, -CH (CH 3) CH 2 CH 3, -CH 2 CH (CH 3) 2, -C (CH 3) 3
  • R is -CH 3 , -CH 2 CH 3 , - (CH 2 ) 2 CH 2 , -CH (CH 3 ) 2 , - (CH 2 ) 3 CH 3 ,
  • Preferred compounds of the formula (Ubi) according to the invention are, for example
  • R, R 2 , R 3 are each independently of one another -H, -CH 3 , -CH 2 CH 3 ,
  • R 4 is -CH 3 , or -CH 2 CH 3 , or - (CH 2 ) 2 CH 2 , or -CH (CH 3 ) 2 n is from 1 to 20, preferably from 2 to 15 and especially for 5, 6, 7, 8, 9, 10.
  • Particularly preferred hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.0001 to 1 wt .-%, preferably 0.001 to 0.5 wt .-% and particularly preferably 0.005 to 0.1 wt .-% contain at least one ubiquinone and / or at least one ubiquinone and / or at least one derivative of these substances, preferred agents containing a ubiquinone of the formula (Ubi)
  • n 6, 7, 8, 9 or 10, particularly preferably 10 (coenzyme Q10).
  • the agents according to the invention may also contain plastoquinones.
  • preferred agents according to the invention are characterized in that they are 0.0002 to 4 wt .-%, preferably 0.0005 to 3 wt .-%, particularly preferably 0.001 to 2 wt .-%, more preferably 0.0015 to 1 and in particular 0.002 to 0.5 wt .-% of at least one plastoquinone of the formula (Ubi-b)
  • n stands for values of 1 to 20, preferably of 2 to 15 and in particular for 5, 6, 7, 8, 9, 10, whereby particularly preferred means Plastochinon PQ-9 of the formula
  • the agents according to the invention may contain ectoin.
  • Ectoine ((4S) - 2-methyl-1, 4,5,6-tetrahydropyrimidine-4-carboxylic acid) is a natural product belonging to the group of compatible solutes. The highly water-binding low molecular weight organic compound occurs in halophilic bacteria and allows these extremophilic organisms to survive under stress conditions.
  • Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.001 to 10% by weight, preferably from 0.01 to 5% by weight, particularly preferably from 0.05 to 2.5% by weight and in particular from 0 , 1 to 1% by weight of (S) -2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid (ectoine) and the physiologically tolerated salts of this compound and / or (S, S) -5- Hydroxy-2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid (hydroxyectoine) and the physiologically acceptable salts of this compound.
  • S -2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid
  • hydroxyectoine hydroxyectoine
  • compositions according to the invention may contain purine and / or purine derivatives as a care substance.
  • purine and / or purine derivatives with ubiquinones and / or plastoquinones as a care substance means that the hairs treated with appropriate agents show, inter alia, higher measured values in differential thermal analysis and improved wet and dry combabilities.
  • Purine (7H-imidazo [4,5-c] pyrimidine) does not occur freely in nature, but forms the main body of the purines.
  • Purines are a group of important compounds of widespread nature involved in human, animal, plant and microbial metabolic processes that can be differentiated from the parent by substitution with OH, NH 2 , SH in 2-, 6-, and 8- Derive position and / or with CH 3 in 1, 3, 7 position.
  • 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 narrower quantitative ranges.
  • preferred cosmetic compositions according to the invention are characterized in that they contain, based on their weight, from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s).
  • compositions according to the invention are characterized in that they contain as care substance - 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), preferred agents containing purine and / or purine derivative (s) of formula (Pur-I)
  • radicals R, R 2 and R 3 are independently selected from -H, - OH, NH 2 , -SH and the radicals R 4 , R 5 and R 6 are independently selected from -H, -CH 3 and -CH 2 - CH 3 , the following compounds being preferred:
  • agents according to the invention are preferred in which the weight ratio of purine (derivative (s)) and biochinone (s) is 10: 1 to 1: 100, preferably 5: 1 to 1:50, particularly preferably 2: 1 to 1:20 and in particular 1: 1 to 1:10.
  • caffeine is a particularly preferred purine derivative
  • coenzyme Q10 is a particularly preferred biochinone.
  • Particularly preferred agents according to the invention are therefore characterized in that they contain, based on their weight, from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular 0.01 to 0.1 wt .-% caffeine and 0.0002 to 4 wt .-%, preferably 0.0005 to 3 wt .-%, particularly preferably 0.001 to 2 wt .-%, more preferably 0.0015 to 1 and in particular 0.002 to 0.5 wt .-% coenzyme Q10 included.
  • the compositions of the invention may also contain flavonoids.
  • the flavonoids are a group of water-soluble plant dyes and play an important role in the metabolism of many plants. They belong together with the phenolic acids to the polyphenols. There are well over 6500 different flavonoids known, which can be divided into flavonols, flavones, flavanones, isoflavonoids and anthocyanins.
  • flavonoids from all six groups can be used, with certain representatives from the individual groups being preferred as a care substance because of their particularly intensive treatment.
  • Preferred flavonols are quercetin, rutin, kaempferol, myricetin, isorhamnetin, preferred flavanols are catechin, gallocatechin, epicatechin, epigallocatechin gallate, theaflavin, thearubigin, preferred flavones are luteolin, apigenin, morin, preferred flavanones are hesperetin, naringenin, eriodictyol, preferred isoflavonoids are genistein , Daidzein, and preferred anthocyanidins (anthocyanins) are cyanidin, delphinidin, malvidin, pelargonidin, peonidin, petunidin.
  • particularly preferred hair treatment compositions are 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 0.01 to 0.1% by weight of flavonoids, in particular flavonols, more preferably 3,3 ', 4', 5,7-pentahydroxyflavone (quercetin) and / or 3,3 ', 4', 5,7-pentahydroxyflavone -3-0-rutinoside (rutin), included.
  • flavonoids in particular flavonols, more preferably 3,3 ', 4', 5,7-pentahydroxyflavone (quercetin) and / or 3,3 ', 4', 5,7-pentahydroxyflavone -3-0-rutinoside (rutin), included.
  • hair treatment compositions according to the invention 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 wt % Bisabolol and / or oxides of bisabolol, preferably (-) - alpha-bisabolol
  • Creatine is also suitable as a care substance according to the invention.
  • Creatine (3-methylguanidinoacetic acid) is an organic acid found in vertebrates and the like. a. contributes to supplying the muscles with energy. Creatine is synthesized in the kidney, liver and pancreas. It is formally derived from the amino acids glycine and arginine and is 95% present in skeletal muscle.
  • Particularly preferred hair treatment compositions according to the invention contain - based on their weight - 0.01 to 15 wt .-%, preferably 0.025 to 12.5 wt .-%, particularly preferably 0.05 to 10 wt .-%, more preferably 0.1 to 7.5 wt .-% and in particular 0.5 to 5 wt .-% / V-methyl-guanidino-acetic acid (creatine).
  • compositions according to the invention may contain, in addition to the ingredients mentioned above and optional further ingredients, other substances which prevent, alleviate or cure hair loss.
  • other substances which prevent, alleviate or cure hair loss.
  • a content of hair root stabilizing agents is advantageous.
  • Propecia (finasteride) is currently the only preparation that is approved worldwide and has been proven in many studies to be efficacious and tolerable. Propecia causes less DHT to be produced from testosterone.
  • Minoxidil is probably the oldest proven hair restorer with or without supplemental additives. For the treatment of hair loss, it may only be used for external application. There are hair lotions containing 2% -5% minoxidil, as well as gels with up to 15% minoxidil. The effectiveness increases with the dosage, but in hair waters Minoxidil is only up to 5% soluble. In many countries, hair tonic with up to 2% minoxidil content is available without prescription.
  • spironolactone in the form of hair tonic and in combination with minoxidil can be used for external application.
  • Spironolactone acts as an androgen receptor blocker, i. H. the binding of DHT to the hair follicles is prevented.
  • hair treatment compositions according to the invention are preferred which additionally contain, based on their weight, from 0.001 to 5% by weight of hair root stabilizing substances, in particular minoxidil and / or finasteride and / or ketoconazole.
  • the agents according to the invention may contain further care substances. Their presence is not absolutely necessary for achieving the effects according to the invention, but further effects, such as a pleasant touch or a pleasant application feel, can result from the use of these care substances.
  • 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 hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.02 to 2.5 wt .-%, particularly preferably 0.05 to 1, 5 Wt .-%, more preferably 0.075 to 1 wt .-% and in particular 0.1 to 0.25 wt .-% amino acid (s), preferably from the group of glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
  • the agents according to the invention may contain at least one carbohydrate from the group of monosaccharides, disaccharides and / or oligosaccharides.
  • preferred hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.05 to 4.5 wt .-%, particularly preferably 0.1 to 4 wt. -%, more preferably 0.5 to 3.5 wt .-% and in particular 0.75 to 2.5 wt .-% carbohydrate (s) selected from monosaccharides, disaccharides and / or oligosaccharides containing preferred carbohydrates are selected out
  • Particularly preferred agents according to the invention contain based on their weight
  • preferred agents according to the invention contain (a) amino acid (s).
  • Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
  • preferred cosmetic compositions according to the invention are characterized in that they additionally contain from 0.05 to 5% by weight, preferably from 0.1 to 2.5% by weight, particularly preferably from 0.15 to 1% by weight and in particular from 0 to 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 based on their weight
  • hair treatment agents which are preferred according to the invention are therefore characterized in that they are transparent or translucent.
  • NTU Nephelometrie Turbidity Unit
  • 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.
  • UV filters which can be used according to the invention are 4-aminobenzoic acid, ⁇ , ⁇ , ⁇ -trimethyl-4- (2-oxoborn-3-ylidenemethyl) aniline methylsulfate, 3,3,5-trimethylcyclohexyl salicylate (homosalates), 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 ®), 3,3 '- (1, 4-phenylenedimethylene) bis (7,7-dimethyl-2-oxo-bicyclo [2.2.1] hept-1 - yl-methane sulfonic acid) and salts thereof, 1 - (4- (4
  • 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-Isopropylbenzyl salicylate, 2,4,6-trianilino (p-carbo-2'-ethylhexyl-1'-oxy) -1, 3,5-triazine, 3-imidazol-4-yl-acrylic acid and its ethyl ester, polymers of the N - ⁇ (2 and 4) - [2-oxoborn-3-ylidenemethyl] benzyl ⁇ -acrylamide.
  • water-insoluble in the teaching of the invention has the higher effect compared to such water-soluble compounds that differ from it by one or more additional ionic groups.
  • water-insoluble are to be understood as meaning those UV filters which dissolve in water at 20 ° C. to not more than 1% by weight, in particular not more than 0.1% by weight.
  • 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 ,
  • 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 chosen such that the absorption maximum of the UV filters can be both in 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 also as a function of structural part Q, is preferably chosen such 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 can 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.
  • 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 ) x N + RR 2 R 3 X " , in which x is an integer from 1 to 4, R and R 2 are independently C 1-4 alkyl groups, R 3 is a C 1-4 alkyl group or a benzyl group and X "is a physiologically acceptable anion.
  • x preferably represents the number 3
  • R and R 2 each represent a methyl group and R 3 represents either a methyl group or a saturated or unsaturated, linear or branched hydrocarbon chain having 8 to 22, in particular 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 contained in the compositions according to the invention usually in amounts of 0.1-5 wt .-%, based on the total agent. Levels of 0.4-2.5 wt .-% are preferred.
  • the compositions of the invention may further contain a 2-pyrrolidinone-5-carboxylic acid and its derivatives (J). 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 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, for example propylene glycol monoethyl ether, carbonates, bicarbonates , Diols and triols, and especially 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-butanedi
  • 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 from 1 to 16 C atoms in the chain, very particular preference being given to those having a chain length of from 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 ⁇ - position are hydroxy, alkoxy and amino optionally substituted by alkyl, aryl, aralkyl and / or alkenyl radicals.
  • preferred carboxylic acid derivatives are the phosphonic and phosphate esters.
  • 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
  • Glucosides mixtures of alkyl (oligo) and fatty alcohols for example, the commercially available product ® Montanov 68,
  • Sterols are understood to mean a group of steroids which carry a hydroxyl group on C-atom 3 of the steroid skeleton and are isolated both from animal tissue (zoosterines) 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 (commercial product Dehymuls ® PGPH),
  • Linear and branched fatty acids with 8 to 30 C atoms and their Na, K, ammonium, Ca, Mg and Zn salts.
  • 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 nonionic 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 commercially available, for example under the name Rheothik ® 1 1 -80 is.
  • 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 methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide 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 proved to be particularly effective according to the invention.
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also 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 sold for example under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
  • Starch and its derivatives in particular starch, such as Structure XL ® (National Starch), a multifunctional, salt-tolerant starch;
  • 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.
  • 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.
  • the hair treatment agents of the invention are preferably water-based, i. contain water as the main ingredient.
  • Preferred hair treatment agents according to the invention are characterized in that they contain from 40 to 95% by weight, preferably from 50 to 94% by weight, more preferably from 60 to 93% by weight, particularly preferably from 70 to 92% by weight and in particular from 75 to 90 Wt .-% water.
  • Another object of the present invention is a method for the treatment of keratinic fibers, in particular human hair, in which a hair treatment agent according to the invention applied to keratinic fibers and leave there either until the next hair wash (so-called “leave-on” product) or after Exposure time of 30 to 300 seconds rinsed (so-called “rinse-off product) is.
  • a further subject of the present invention is therefore a process for the purification of keratinic fibers in which a hair treatment composition containing - based on its weight - a) 0.001 to 5 wt .-% trimethylsiloxysilicate and
  • Another object of the present invention is therefore a method for the purification of keratinous fibers, in which a hair treatment composition according to the invention is applied to the hair and rinsed again after a contact time of 5 seconds to 5 minutes.
  • Stenol 1618 C 16 . 18 fatty alcohol (INCI name: Cetearyl Alcohol) (Cognis)
  • Cetearyl alcohol (about 70% by weight of cationic active substance)
  • Cetiol ® CC dioctyl (INCI name: Dicaprylyl Carbonate) (Cognis)
  • Pentaerythrityl distearyl citrate (Cognis)
  • compositions 1 to 5 according to the invention were massaged into the wet hair after shampooing and rinsed out after a contact time of 30 seconds. Compared to commercially available formulations, an improved repair effect was observed. which was manifested in improved wet and dry combabilities, improved curl retention properties, and reduced split.
  • Stenol 1618 C 16 . 18 fatty alcohol (INCI name: Cetearyl Alcohol) (Cognis)
  • Cetearyl alcohol (about 70% by weight of cationic active substance)
  • Cetiol ® C5 caprylic-Kokosfettalkoholester (INCI name: coco
  • Pentaerythrityl distearyl citrate (Cognis)
  • compositions 1 to 5 according to the invention were massaged into the wet hair after shampooing and rinsed out after a contact time of 5 minutes. Compared to commercially available formulations a significantly improved repair effect was observed, which was noticeable in improved wet and dry combabilities, improved curl retention properties and in reduced split.

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Abstract

L'invention concerne des produits de traitement capillaire à propriétés avantageuses qui contiennent, par rapport à leur poids, 0,001 à 5 % en poids de triméthylsiloxysilicate, 0,001 à 5 % en poids de polypropylsilsesquioxane et 0,1 à 10 % en poids d'au moins un composant gras de soin appartenant aux groupes des silicones et/ou des corps huileux et/ou des composés d'ammonium quaternaires.
PCT/EP2011/069934 2010-12-14 2011-11-11 Association de principes actifs et produits de traitement capillaire à effet réparateur WO2012079873A2 (fr)

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DE201010063060 DE102010063060A1 (de) 2010-12-14 2010-12-14 Wirkstoffkombination und Haarbehandlungsmittel mit Repair-Effekt

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WO2014095821A1 (fr) * 2012-12-19 2014-06-26 L'oreal Compositions cosmétiques contenant un alcoxysilane et une résine de silsesquioxane
US9585831B2 (en) 2012-12-24 2017-03-07 Conopco, Inc. Cosmetic composition
WO2023198316A1 (fr) * 2022-04-12 2023-10-19 Henkel Ag & Co. Kgaa Procédé de coloration de fibres de kératine, comprenant l'utilisation d'un colorant contenant une silicone aminée et un pigment et d'un conditionneur contenant un agent de soin
WO2023198318A1 (fr) * 2022-04-12 2023-10-19 Henkel Ag & Co. Kgaa Procédé de coloration de fibres de kératine, comprenant l'utilisation d'un colorant contenant une silicone aminée et un pigment ainsi que l'utilisation d'un agent de post-traitement contenant du silsesquioxane

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DE102013225761A1 (de) 2013-12-12 2014-07-03 Henkel Ag & Co. Kgaa Wirkstoffkombination und Haarbehandlungsmittel
DE102014224453A1 (de) 2014-11-28 2016-06-02 Henkel Ag & Co. Kgaa Isoparaffin-haltiges kosmetisches Mittel
US11931379B2 (en) * 2015-12-22 2024-03-19 Johnson & Johnson Consumer Inc. Stable foaming composition and method of use

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WO1992013829A1 (fr) 1991-02-06 1992-08-20 Smith Ronald J Composes quaternaires de panthenol et utilisation desdits composes

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014095821A1 (fr) * 2012-12-19 2014-06-26 L'oreal Compositions cosmétiques contenant un alcoxysilane et une résine de silsesquioxane
US10596100B2 (en) 2012-12-19 2020-03-24 L'oreal Cosmetic compositions containing an alkoxysilane and a silsesquioxane resin
US11324689B2 (en) 2012-12-19 2022-05-10 L'oreal Cosmetic compositions containing an alkoxysilane and a silsesquioxane resin
US9585831B2 (en) 2012-12-24 2017-03-07 Conopco, Inc. Cosmetic composition
US10449138B2 (en) 2012-12-24 2019-10-22 Conopco, Inc. Cosmetic composition
WO2023198316A1 (fr) * 2022-04-12 2023-10-19 Henkel Ag & Co. Kgaa Procédé de coloration de fibres de kératine, comprenant l'utilisation d'un colorant contenant une silicone aminée et un pigment et d'un conditionneur contenant un agent de soin
WO2023198318A1 (fr) * 2022-04-12 2023-10-19 Henkel Ag & Co. Kgaa Procédé de coloration de fibres de kératine, comprenant l'utilisation d'un colorant contenant une silicone aminée et un pigment ainsi que l'utilisation d'un agent de post-traitement contenant du silsesquioxane

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