GB2569026A - Structure-strengthening hair treatment agent increased care effect - Google Patents

Structure-strengthening hair treatment agent increased care effect Download PDF

Info

Publication number
GB2569026A
GB2569026A GB1817206.4A GB201817206A GB2569026A GB 2569026 A GB2569026 A GB 2569026A GB 201817206 A GB201817206 A GB 201817206A GB 2569026 A GB2569026 A GB 2569026A
Authority
GB
United Kingdom
Prior art keywords
weight
hair
hair treatment
group
oil
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB1817206.4A
Other versions
GB2569026A8 (en
GB2569026B (en
GB201817206D0 (en
Inventor
Scheunemann Volker
Schulze Zur Wiesche Erik
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of GB201817206D0 publication Critical patent/GB201817206D0/en
Publication of GB2569026A publication Critical patent/GB2569026A/en
Publication of GB2569026A8 publication Critical patent/GB2569026A8/en
Application granted granted Critical
Publication of GB2569026B publication Critical patent/GB2569026B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/447Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/737Galactomannans, e.g. guar; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair

Landscapes

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

Abstract

Disclosed is a hair treatment agent (e.g. shampoo, hair rinse) comprising 0.0001 to 20 wt.% methionine and 0.001 to 30 wt.% methionylmethionine. Preferably, the amount of methionine is 0.0005 to 15 wt.%. Preferably, the amount of methionylmethionine is 0.0005 to 20 wt.%. The methionylmethionine may be any stereoisomer. The composition may further comprise a cationic cellulose polymer and/or a cationic guar derivative at 0.01 to 3 wt.%. Preferably, the composition comprises 0.05 to 20 wt.% surfactants. The composition may further comprise 0.5 to 20 wt.% fatty alcohol(s). Preferably, the hair treatment composition comprises 0.01 to 20 wt.% aminofunctional silicone(s). Also claimed is a method for the treatment of hair. Further claimed is the use of a mixture of methionine and methionylmethionine for the strengthening of internal hair structure.

Description

STRUCTURE-STRENGTHENING HAIR TREATMENT AGENT WITH INCREASED CARE EFFECT
TECHNICAL FIELD [0001] The invention relates to hair treatment agents, in particular shampoos and what are known as conditioners, comprising an active substance combination for gentle and effective care of the hair.
BACKGROUND [0002] The structure of the human hair is influenced by external and internal factors.
External factors include in particular care products, frequency and intensity of hair washing, chemical influences (highlights, toning, dyeing, chlorinated water in swimming pools, etc.), mechanical influences (strong tension caused for example by a ponytail or chignon hairstyle, constant wearing of protective helmets), thermal influences (hot hairdryers, perms or also the influence of ultraviolet light, for example by constant exposure to the sun or by sunbeds). Internal factors include sufficient sleep, appropriate intake of fluids by sufficient drinking, balanced diet rich in vitamins, medical picture and the administration of certain medicaments.
[0003] A change to the hair structure during a lifetime can be triggered by a change to all of these factors, either individually or in combination. Usually, the change tends to occur from strong to fine hair, from glossy to dull, from smooth, silky hair to dull, strawlike hair, from rather voluminous hair to thin hair lying flat against the scalp, from voluminous, bouncy hair to greasy, lank hair, rather than vice versa.
[0004] Differences between men and women lie in the hair thickness and in the susceptibility to deficiencies in care. Since men generally have shorter hair than women, deficiencies in care have a much less noticeable effect on the hair structure than in women. Minor changes to the hair structure are experienced by everyone during their lifetime. The more gently the hair is treated, the longer a normal, healthy hair structure is maintained. [0005] In order to compensate for structural damage, it has long been routine to subject hair to a special secondary treatment. Here, the hair is usually treated with special active substances, for example quaternary ammonium salts or special polymers, in the form of a rinse. As a result of this treatment the combability, hold, and the volume of the hair are improved, depending on formulation, and the rate of splitting is reduced. These effects can be brought about “externally of the structure”, for example by the depositing of structures on the hair surface (cuticula), or “internally of the structure” by incorporation of substances in the cortex. The internal structural strengthening of the keratin fibres is of particular importance here, since it is longer-lasting and more sustainable than outer structural strengthening.
SUMMARY [0006] Aspects and embodiments of the invention are defined in the appended claims.
DETAILED DESCRIPTION [0007] One object of embodiments of the present invention is to provide hair treatment agents which lead to a strengthening of the internal hair structure and to an increase in the hair-conditioning effect of hair treatment agents and thus improve the combability, hold, and volume of the hair and reduce the rate of splitting.
[0008] It has now been found that a special active substance combination leads to a significantly improved strengthening of the internal structure.
[0009] A first subject of the present invention is constituted by hair treatment agents containing - in relation to their weight -
a) from about 0.0001 to about 20 % by weight methionine;
b) from about 0.0001 to about 30 % by weight methionylmethionine.
[0010] Hair treatment agents in the sense of the present invention are, for example, hair shampoos, hair conditioners, conditioning shampoos, hairsprays, hair rinses, haircare treatments, hair masks, hair tonics, perm fixing solutions, colouring shampoos, hair dyes, hair setting products, hair smoothing products, hairstyling preparations, blow-dry lotions, styling mousses, hair gels, hair wax, or combinations thereof. In view of the fact that men in particular often tend to avoid using multiple different agents and/or multiple application steps, agents that a man will apply anyway are preferred. Preferred agents are therefore shampoos, conditioning agents or hair tonics.
[0011] The hair treatment agents contain methionine. This is preferably used within narrow quantity ranges, wherein preferred hair treatment agents according to the invention are those which contain - in relation to their weight - a total quantity of from about 0.0005 to about 15 % by weight, preferably from about 0.001 to about 10 % by weight, more preferably from about 0.005 to about 7.5 % by weight and in particular from about 0.01 to about 2 % by weight methionine.
[0012] As further essential ingredient, the agents according to the invention contain methionylmethionine.
[0013] Methionylmethionine is the dipeptide of methionine and has the following structure:
[0014] There exist four different stereoisomers of the dipeptide methionylmethionine, these being DD, LL, DL and LD. Of the four stereoisomers, only L-methionyl-Lmethionine is natural, the three other dipeptides L-methionyl-D-methionine, D-methionylL-methionine and D-methionyl-D-methionine all being artificial. The described positive effects in hair treatment agents can be attained with all four stereoisomer dipeptides. The methionylmethionine can be used as a DD/LL/LD/DL mixture, as a DL/LD mixture, or as a DD/LL mixture. In principle, the use of a stereoisomer dipeptide alone or in combination with one or two further stereoisomers is also conceivable. If just one stereoisomer dipeptide is used, L-methionyl-L-methionine or D-methionyl-D-methionine is selected. [0015] Preferred hair treatment agents are characterised in that the methionylmethionine is a mixture of L-methionyl-L-methionine, L-methionyl-D-methionine, D-methionyl-Lmethionine and D-methionyl-D-methionine.
[0016] The two pairs DD/LL-methionylmethionine and DL/LD-methionylmethionine are diastereomers to one another and have different physical data. For example, the diastereomer pair DD/LL at room temperature thus has a solubility of 21.0 g/1 in water, whereas the solubility of the diastereomer pair DL/LD is 0.4 g/1. Accordingly, it can be preferred to use the methionylmethionine as a DD/LL mixture or as a DD/LL/LD/DL mixture with a high proportion of the DD/LL diastereomer pair. These mixtures can be easily incorporated/dissolved in an aqueous phase or an aqueous-surfactant phase.
[0017] Preferred hair treatment agents are characterised in that they contain - in relation to their weight - from about 0.0005 to about 20 % by weight, preferably from about 0.001 to about 15 % by weight, more preferably from about 0.005 to about 10 % by weight and in particular from about 0.01 to about 5 % by weight methionylmethionine.
[0018] Cationic polysaccharide polymers increase the nourishing power of the hair treatment agents according to the invention (in particular the efficacy of the hair treatment agents according to the invention (in particular the efficacy of the agents according to the invention against hair breakage). Suitable cationic polysaccharide polymers can be selected from cationic cellulose compounds and/or from cationic guar derivatives.
[0019] Particularly preferred hair treatment agents according to the invention contain, as cationic polysaccharide polymer(s) - in relation to the weight of the agents - from about 0.01 to about 3 % by weight, preferably from about 0.05 to about 2 % by weight, more preferably from about 0.1 to about 1.5 % by weight and in particular from about 0.15 to about 0.8 % by weight of at least one polymer from the group of cationic cellulose polymers and/or cationic guar derivatives.
[0020] To summarise, hair treatment agents that are preferred in accordance with the invention are characterised in that they contain - in relation to their weight - from about 0.01 to about 3 % by weight, preferably from about 0.05 to about 2 % by weight, more preferably from about 0.1 to about 1.5 % by weight and in particular from about 0.15 to about 0.8 % by weight of cationic polymer(s), preferably from about 0.01 to about 3 % by weight, preferably from about 0.05 to about 2 % by weight, more preferably from about 0.1 to about 1.5 % by weight and in particular from about 0.15 to about 0.8 % by weight of at least one polymer from the group of cationic cellulose polymers and/or cationic guar derivatives.
[0021] Cationic cellulose compounds in the sense of the invention are those that carry more than one permanent cationic charge in at least one side chain. Cellulose is constructed from beta-l,4-glycosidically linked D-glucopyranose units and forms unbranched water-insoluble chains. Chemical substituents that bind to the cellulose skeleton and do not count as native cellulose since they were introduced subsequently, for example by chemical synthesis, are defined as “side chains” of a cellulose.
What are preferred are quaternised cellulose polymers originating from hydroxy(C2C-Jalkyl celluloses, particularly preferably from hydroxyethyl celluloses.
Such polymers are known to a person skilled in the art and are commercially available from various companies. The cationic cellulose derivatives known under the INCI names
Polyquaternium-4, Polyquaternium-10, Polyquaternium-24, Polyquatemium-67 and/or Polyquaternium-72 are particularly preferred. Polyquaternium-10, Polyquaternium-24 and/or Polyquatemium-67 are very particularly preferred, and Polyquaternium-10 is preferred in particular.
[0022] Preferred hair treatment agents according to the invention contain, as cationic polysaccharide polymer(s), - in relation to the weight of the agent - from about 0.01 to about 3 % by weight, preferably from about 0.05 to about 2 % by weight, more preferably from about 0.1 to about 1.5 % by weight and in particular from about 0.15 to about 0.8 % by weight of at least one polymer from the group of Polyquaternium-4, Polyquaternium10, Polyquaternium-24, Polyquaternium-67 and/or Polyquatemium-72.
[0023] Particularly preferred hair treatment agents according to the invention contain, as cationic polysaccharide polymer(s), - in relation to the weight of the agent - from about 0.01 to about 3 % by weight, preferably from about 0.05 to about 2 % by weight, more preferably from about 0.1 to about 1.5 % by weight and in particular from about 0.15 to about 0.8 % by weight Polyquaternium-10.
[0024] Suitable cationic guar derivatives in the sense of the invention are cationic hydroxyalkyl guar derivatives, preferably cationic hydroxyethyl trimethylammonium guar and/or cationic hydroxypropyl trimethylammonium guar with mean molecular weights between 100,000 and 2,000,000 daltons. The cationic guar polymers known under the INCI name Guar Hydroxypropyltrimonium Chloride with a (weight-average) molecular weight between 200,000 and 1,600,000 daltons are particularly preferred. The cationic charge density of these guar polymers is preferably at least 0.4 meq/g, preferably at least 0.5 meq/g and in particular at least 0.6 meq/g. Their nitrogen content lies preferably in the range of from about 1.1 to about 1.8% by weight (in relation to their total weight). Cationic guar derivatives that are known under the INCI name Guar Hydroxypropyltrimonium Chloride are known to a person skilled in the art and are obtainable from various providers for example under the trade names Cosmedia® Guar, NHance® and/or Jaguar®.
[0025] Particularly preferred hair treatment agents according to the invention contain, as cationic polysaccharide polymer(s), - in relation to the weight of the agent - from about 0.01 to about 3 % by weight, preferably from about 0.05 to about 2 % by weight, more preferably from about 0.1 to about 1.5 % by weight and in particular from about 0.15 to about 0.8 % by weight Guar Hydroxypropyltrimonium Chloride.
[0026] The hair treatment agents according to the invention can contain further ingredients, wherein they particularly preferably contain one surfactant or a plurality of surfactants. Here, anionic and/or amphoteric surfactants and optionally non-ionic surfactants have proven to be of value in hair cleansing agents, whereas cationic and/or amphoteric surfactant(s) and optionally non-ionic surfactants is/are used primarily in haircare agents.
[0027] Hair treatments agents that are preferred in accordance with the invention therefore contain - in relation to the weight of the agent - from about 0.05 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, more preferably from about 0.25 to about 8 % by weight and in particular from about 0.5 to about 7 % by weight surfactant(s).
[0028] Hair treatment agents according to the invention preferably contain at least one anionic and/or amphoteric and/or non-ionic surfactant.
[0029] All anionic surface-active substances suitable for use on the human body are suitable as anionic surfactants and emulsifiers for the compositions according to the invention. They are characterised by an anionic group rendering them soluble in water, such as a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having approximately from about 8 to about 30 C atoms. Glycol or polyglycol ether groups, ester, ether and amide groups, and hydroxyl groups can additionally be contained in the molecule. Examples of suitable anionic surfactants and emulsifiers are as follows, in each case in the form of the sodium, potassium and ammonium and mono-, di- and trialkanol ammonium salts with from about2 to about 4 C atoms in the alkanol group:
linear and branched fatty acids with 8 to 30 C atoms (soaps), ether carboxylic acids of formula R-O-(CH2-CH2O)x-CH2-COOH, in which R is a linear alkyl group with from about 8 to about 30 C atoms and x = 0 or is from aboutl to about 16, acylsarcosides with from about 8 to about 24 C atoms in the acyl group, acyltaurides with from about 8 to about 24 C atoms in the acyl group, acylisethionates with from about 8 to about 24 C atoms in the acyl group, linear alkane sulfonates with from about 8 to about 24 C atoms, linear alpha-olefin sulfonates with from about 8 to about 24 C atoms, alpha-sulfofatty acid ethyl esters of fatty acids with from about 8 to about 30 C atoms, acylglutamates of formula (T-I),
XOOC-CH2CH2CH-COOX (T-I)
HN-COR1 in which RXCO stands for a linear or branched acyl group with from about 6 to about carbon atoms and 0, 1, 2 or 3 double bonds and X stands for hydrogen, an alkali or alkaline earth metal, ammonium, alkylammonium, alkanol ammonium or glucammonium, for example acylglutamates, which derive from fatty acids with from about 6 to about 22, preferably from aboutl2 to about 18 carbon atoms, such as C12/14 or C12/18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and/or stearic acid, in particular sodium-N-cocoyl- and sodium-N-stearoyl-L-glutamate, esters of a hydroxy-substituted di- or tricarboxylic acid of general formula (T-TT),
X
HO— C —COOR1 (T-II)
Y — CH — COOR2 in which X=H or a -CH2COOR group, Y=H or an -OH with the provision that Y=H when X=-CH2COOR, R, Rxand R2 independently of one another mean a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium-organic base or a group Z originating from a polyhydroxylated organic compound selected from the group of etherified (C6-Cis) alkylpolysaccharides with 1 to 6 monomer saccharide units and/or the etherified aliphatic (C6-C16) hydroxy alkylpolyols with from about 2 to about 16 hydroxyl groups, with the provision that at least one of the groups R, R1 or R2 is a group Z, esters of sulfosuccinic acid or sulfosuccinates of general formula (T-III),
H2C — COOR1 (T-III)
M(n+/n) O3S — CH — COOR2 in which M(11+/n) for n = 1 is a hydrogen atom, an alkali metal cation, an ammonium group or the cation of an ammonium-organic base, and for n=2 is an alkaline earth metal cation, Rxand R2 independently of one another mean a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammoniumorganic base, or a group Z which originates from a polyhydroxylated organic compound selected from the group of etherified (C6-Cis) alkylpolysaccharides with 1 to 6 monomer saccharide units and/or etherified aliphatic (C6-C16) hydroxyalkylpolyols with 2 to 16 hydroxyl groups, with the provision that at least one of the groups R1 or R2 is a group Z, sulfosuccinic acid mono- and -dialkyl esters with from about 8 to about 24 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethyl esters with 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups, alkylsulfates and alkylpolyglycolether sulfates of formula R-(O-CH2-CH2)x-OSO3H, in which R is a preferably linear alkyl group with from about 8 to about 30 C atoms and x = 0 or 1 - 12, mixed surface-active hydroxy sulfonates according to DE-A-37 25 030, esters of tartaric acid and citric acid with alcohols which represent addition products of approximately 2-15 molecules of ethylene oxide and/or propylene oxide with Cs-22 fatty alcohols, alkyl and/or alkenylether phosphates, sulphated fatty acid alkylene glycol esters, monoglyceride sulfates and monoglyceride ether sulfates.
[0030] Preferred anionic surfactants and emulsifiers are acyl glutamates, acyl isethionates, acyl sarcosinates and acyl taurates, in each case with a linear or branched acyl group with from about 6 to about 22 carbon atoms and 1, 1, 2 or 3 double bonds, which is selected in particularly preferred embodiments from an octanoyl, decanoyl, lauroyl, myristoyl, palmitoyl and stearoyl group, 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-Glucoside Sulfosuccinate, alkyl polyglycol ether sulfate and ether carboxylic acids with from about 8 to about 18 C atoms in the alkyl group and up to 12 ethoxy groups in the molecule, sulfosuccinic acid mono and dialkyl esters with from about 8 to about 18 C atoms in the alkyl group and sulfosuccinic acid mono alkyl polyoxyethyl esters with from about 8 to about 18 C atoms in the alkyl group and from about 1 to about 6 ethoxy groups. [0031] More preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acid salts with from about 10 to about 18 C atoms in the alkyl group and up to 12 glycol ether groups in the molecule and sulfosuccinic acid mono and dialkyl esters with from about 8 to about 18 C atoms in the alkyl group and sulfosuccinic acid mono alkyl poly oxy ethyl esters with from about 8 to about 18 C atoms in the alkyl group and from about 1 to about 6 oxyethyl groups.
Particularly preferred anionic surfactants are the alkali or ammonium salts of laurylether sulfates with a degree of ethoxylation of from 2 to 4 EO.
[0032] Preferred hair treatment agents contain - in relation to their weight - from about 0.5 to about 20 % by weight, preferably from about 0.75 to about 15 % by weight, more preferably from about 1 to about 12 % by weight and in particular from about 2 to about 10 % by weight of anionic surfactant(s).
[0033] Hair treatment agents according to the invention that are preferred in particular are characterised in that they contain - in relation to their weight -from about 0.5 to about 20 % by weight, preferably from about 0.75 to about 15 % by weight, more preferably from about 1 to about 12 % by weight and in particular from about 2 to about 10 % by weight of alkyl(ether)sulfates of general formula R-(OCH2-CH2)n-OSO3X, in which R means a straight-chain or branched, saturated or unsaturated alkyl group with from about 8 to about 24 C atoms, n means the number 0 or 1 to 12, and X means an alkali, alkaline earth, ammonium or alkanol ammonium ion.
[0034] Instead of anionic surfactant or in addition thereto, the hair treatment agents according to the invention can contain at least one amphoteric surfactant and/or at least one non-ionic surfactant. Surfactants that have both a negatively and a positively charged functional group are considered to be amphoteric surfactants and zwitterionic surfactants. Particularly suitable zwitterionic surfactants are what are known as the betaines, such as the N-alkyl-N,N-dimethylammonium glycinates, for example the coco alkyl dimethyl ammonium glycinate, N-acyl-aminopropyl-N,N-dimethyl ammonium glycinates, for example the coco acyl amino propyl dimethyl ammonium glycinate, and 2-alkyl-3carboxymethyl-3-hydroxyethylimidazolines with in each case from about 8 to about 18 C atoms in the alkyl or acyl group and the coco acyl aminoethylhydroxyethylcarboxymethyl glycinate. A preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
[0035] Further examples of suitable ampholytic surfactants are N-alkyl glycines, N-alkylaminopropionic acids, N-alkylamino butyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2alkylaminopropionic acids, and alkylaminoacetic acids with in each case approximately 8 to 24 C atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-coco alkyl amino propionate, coco acylaminoethylamino propionate and C12 - Cis acyl sarcosine. [0036] Preferred hair treatment agents according to the invention contain - in relation to their weight - from about 0.3 to about 10 % by weight, preferably from about 0.5 to about 8 % by weight, more preferably from about 0.75 to about 6 % by weight and in particular from about 1 to about 5 % by weight of amphoteric surfactant(s).
[0037] Particularly preferred hair treatment agents according to the invention are characterised in that they contain the amphoteric surfactant(s) from the groups of N-alkylglycines,
N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines,
N-alkylsarcosines,
2-alkylaminopropionic acids with in each case approximately 8 to 24 C atoms in the alkyl group, alkylaminoacetic acids with in each case approximately 8 to 24 C atoms in the alkyl group,
N-coconut alkyl aminopropionate, coconut acylamino ethylamino propionate C12 - Cis acyl sarcosine,
N-alkyl-N,N-dimethylammonium glycinates, for example coconut alkyl dimethyl ammonium glycinates, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example coconut acylaminopropyl-dimethylammonium glycinate, 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazoline with in each case 8 to 18 C atoms in the alkyl or acyl group coconut acylaminoethylhydroxyethylcarboxymethyl glycinate the compounds known under the INCI name Cocamidopropyl Betaine, the compounds known under the INCI name Disodium Cocoamphodi acetate, wherein preferred agents contain the amphoteric surfactant(s) in amounts of from about 0.3 to about 10 % by weight, preferably from about 0.5 to about 8 % by weight, more preferably from about 0.75 to about 6 % by weight and in particular from about 1 to about 5 % by weight, in each case in relation to the total agent.
[0038] Particularly preferred hair treatment agents contain, as amphoteric surfactants, betaines of formula (Bet-T)
R
O (Bet-I), in which R stands for a straight chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl group with from about 8 to about 24 carbon atoms.
[0039] These surfactants are referred to in accordance with INCI nomenclature as Amidopropyl betaines, wherein the representatives that derive from coconut fatty acids are preferred and are referred to as Cocoamidopropylbetaines. In accordance with the invention, surfactants of formula (Bet-I) which are a mixture of the following representatives are particularly preferably used:
H3C-(CH2)7-C(O)-NH-(CH2)3N+(CH3)2CH2COO·
H3C-(CH2)9-C(O)-NH-(CH2)3N+(CH3)2CH2COO·
H3C-(CH2)h-C(O)-NH-(CH2)3N+(CH3)2CH2COO·
H3C-(CH2)13-C(O)-NH-(CH2)3N+(CH3)2CH2COOH3C-(CH2)15-C(O)-NH-(CH2)3N+(CH3)2CH2COO·
H3C-(CH2)7-CH=CH-(CH2)7-C(O)-NH-(CH2)3N+(CH3)2CH2COO· [0040] Surfactants of formula (Bet-I) are particularly preferably used within narrow quantity ranges. Here, preferred hair treatment agents according to the invention are those that contain - in relation to their weight - from about 0.25 to about 8 % by weight, more preferably from about 0.5 to about 7 % by weight, more preferably from about 0.75 to about 65 % by weight and in particular from about 1 to about 5.5 % by weight of surfactant(s) of formula (Bet-I).
[0041] In addition to the amphosurfactants of formula (Bet-I) or instead of these, the hair treatment agents can particularly preferably contain, as amphoteric surfactants, betaines of formula (Bet-II)
(Bet-II), in which R stands for a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl group with from about 8 to about 24 carbon atoms.
[0042] These surfactants are referred to in accordance with INCI nomenclature as
Amphoacetates, wherein the representatives that derive from coconut fatty acids are preferred and are referred to as Cocoamphoactetates.
[0043] For production-related reasons, surfactants of this kind always contain betaines of formula (Bet-IIa)
M+ (Bet-IIa), in which R stands for a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl group with from about 8 to about 24 carbon atoms and M stands for a cation.
[0044] These surfactants are referred to in accordance with INCI nomenclature as Amphodiacetates, wherein the representatives that derive from coconut fatty acids are preferred and are referred to as Cocoamphodiactetates.
[0045] Surfactants of formula (Bet-II) which are a mixtures of the following representatives are particularly preferably used in accordance with the invention:
H3C-(CH2)7-C(O)-NH-(CH2)2NH+(CH2CH2OH)CH2CH2COOH3C-(CH2)9-C(O)-NH-(CH2)2NH+(CH2CH2OH)CH2CH2COO· H3C-(CH2)ii-C(O)-NH-(CH2)2NH+(CH2CH2OH)CH2CH2COO· H3C-(CH2)i3-C(O)-NH-(CH2)2NH+(CH2CH2OH)CH2CH2COOH3C-(CH2)15-C(O)-NH-(CH2)2NH+(CH2CH2OH)CH2CH2COO· H3C-(CH2)7-CH=CH-(CH2)7-C(O)-NH-(CH2)2NH+(CH2CH2OH)CH2CH2COO· [0046] Surfactants of formula (Bet-II) are particularly preferably used within narrow quantity ranges. Here, preferred hair treatment agents according to the invention are those that contain - in relation to their weight - from about 0.25 to about 8 % by weight, more preferably from about 0.5 to about 7 % by weight, more preferably from about 0.75 to about 6.5 % by weight and in particular from about 1 to about 5.5 % by weight surfactant(s) of formula (Bet-II).
[0047] To summarise, preferred cosmetic agents according to the invention are those in which the group R in the formulas (Bet-I) and (Bet-II) is selected from H3C-(CH2)7- H3C-(CH2)9- H3C-(CH2)h- H3C-(CH2)i3- H3C-(CH2)i5H3C-(CH2)7-CH=CH-(CH2)7- or mixtures thereof.
[0048] The hair treatment agents can contain non-ionic surfactant(s). Suitable non-ionic surfactants include, for example addition products of from about 4 to about 30 mol ethylene oxide and/or 0 to 5 mol propylene oxide with linear fatty alcohols with from about 8 to about 22 C atoms, with fatty acids with from about 12 to about 22 C atoms and with alkyl phenols with from about 8 to about 15 C atoms in the alkyl group, ethylene oxide and polyglycerol addition products with methyl glucoside fatty acid esters, fatty acid alkanol amides and fatty acid glucamides,
Cs-Crio fatty acid mono and diesters of addition products of from about 1 to about 30 mol ethylene oxide with glycerol, amine oxides, sorbitol fatty acid esters and addition products of ethylene oxide with sorbitol fatty acid esters, such as polysorbates, fatty acid alkanol amides of the following general formula,
O
in which R preferably means a linear or branched, saturated or unsaturated alkyl or alkenyl group with from about 8 to about 24 carbon atoms and the groups R’ stand for hydrogen or for the group -(CH2)nOH, in which n means the numbers 2 or 3, with the provision that at least one of the groups R’ stands for the aforementioned group -(CH2)nOH, sugar fatty acid esters and addition products of ethylene oxide with sugar fatty acid ester, addition products of ethylene oxide with fatty acid alkanol amides and fatty amines, and/or alkyl(oligo)glucosides, mixtures of alkyl-(oligo)-glucosides and fatty alcohols, for example the commercially available product Montanov® 68, addition products of from about 5 to about 60 mol ethylene oxide with castor oil and hardened castor oil, partial esters of polyols with 3-6 carbon atoms with saturated fatty acids with from about 8 to about 22 C atoms,
Sterols. Sterols are understood to mean a group of steroids which carry a hydroxyl group at C atom 3 of the steroid backbone and are isolated both from animal tissue (zoosterols) and from plant fats (phytosterols). Examples of zoosterols are cholesterol and lanosterol. Examples of suitable phytosterols are ergosterol, stigmasterol, and sitosterol. Sterols are also isolated from fungi and yeasts and are known in this case as mycosterols.
phospholipids. These include, in particular, the glucose phospholipids, which are obtained for example as lecithins or phosphatidylcholines from, for example, egg yolk or plant seeds (for example soybeans).
[0049] Suitable alkyl (oligo)glycosides can be selected from compounds of the general formula RO-[G]X, in which [G] preferably derives from aldoses and/or ketoses having 5-6 carbon atoms, preferably from glucose.
[0050] The index number x stands for the degree of oligomerisation (DP), i.e. for the distribution of the mono- and oligoglycosides. The index number x preferably has a value in the range from about 1 to about 10, particularly preferably in the range from about 1 to about 3, wherein it is not necessarily an integer, but can be a fractional number, which can be determined analytically.
Particularly preferred alkyl (oligo)glycosides have a degree of oligomerisation between 1.2 and 1.5.
[0051] The group R preferably stands for at least one alkyl and/or alkenyl group having from about 4 to about 24 C atoms.
[0052] Particularly preferred alkyl (oligo)glycosides are the compounds known by the INCI names Caprylyl/Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and Coco Glucoside.
[0053] Suitable amine oxides can be selected from at least one compound of general formulas (A-I) or (A-II)
O
R
ΖΛ TX H3C^ ^CH3 ΖΛ TTX (A-I) 3 3 (A-II), in which R in each case stands for a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl group with from about 6 to about 24 carbon atoms, preferably from about 8 to about 18 carbon atoms.
[0054] Particularly preferred are the surfactants of the aforementioned formulas (A-I) or (A-II) commercially available from various providers and known under the INCI names Cocamine Oxide, Lauramine Oxide and/or Cocamidopropylamine oxide.
Suitable C8-C30 fatty acid mono- and diesters of addition products of from about 1 to about 30 mol ethylene oxide with glycerol are preferably understood to be those known under the INCI names PEG(l-lO) Glyceryl Cocoate, in particular PEG-7 Glyceryl Cocoate.
It can also be advantageous to combine the ethoxylated fatty acid esters with further ethoxylated fatty acid esters. Such product mixtures are commercially available - for
example under the name “Antil 200®” (INCI name: PEG-200 Hydrogenated Glyceryl Palmate, PEG-7 Glyceryl Cocoate) from the company Evonik.
[0055] Particularly preferred non-ionic surfactants that can be contained in the hair treatment agents according to the invention are fatty acid alkanol amides, in particular the compounds known under the INCI names Cocamide MEA and/or Cocamide MIPA; alkyl(oligo)glucosides, in particular the compounds known under the INCI names Caprylyl/Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and/or Coco Glucoside; C8-C30 fatty acid mono- and diesters of addition products of 1 to 30 mol ethylene oxide with glycerol, in particular the compound known under the INCI name PEG-7 Glyceryl Cocoate; and/or addition products of from about 4 to about 30 mol ethylene oxide and/or 0 to 5 mol propylene oxide with linear fatty alcohols with from about 8 to about 22 C atoms. On account of their foam-stabilising and hydrating properties, Cocamide MEA and/or PEG-7 Glyceryl Cocoate are particularly preferred.
[0056] Hair treatment agents that are preferred in accordance with the invention contain - in relation to their weight - from about 0.3 to about 10 % by weight, preferably from about 0.5 to about 8 % by weight, more preferably from about 0.75 to about 6 % by weight and in particular from about 1 to about 5 % by weight of non-ionic surfactant(s).
[0057] Hair treatment agents according to the invention can preferably contain at least one quaternary ammonium compound, wherein preferred quaternary ammonium compounds are selected from
- alkyltrimethylammonium chlorides with preferably from about 10 to about 18 carbon atoms in the alkyl group and/or
- dialkyldimethylammonium chlorides with preferably from about 10 to about 18 carbon atoms in the alkyl group and/or
- trialkylmethylammonium chlorides with preferably from about 10 to about 18 carbon atoms in the alkyl group and/or
- cetyltrimethylammonium chloride and/or
- stearyltrimethylammonium chloride and/or
- behenyltrimethylammonium chloride and/or
- distearyldimethylammonium chloride and/or
- lauryldimethylammonium chloride and/or
- lauryldimethylbenzylammonium chloride and/or
- tricetylmethylammonium chloride
- Quatemium-27 and/or
- Quatemium-83.
[0058] Hair treatment agents that are preferred in accordance with the invention contain - in relation to their weight - from about 0.05 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, more preferably from about 0.25 to about 8 % by weight and in particular from about 0.5 to about 7 % by weight of cationic surfactant/s). Particularly preferred cationic surfactants are selected from compounds of the following formula (IV)
R2 l +
R1—N—R4
I
R3 (IV), in which at most three groups R1 to R4 stand independently of one another for a saturated or unsaturated, branched or unbranched alkyl group with 1 to 4 C atoms, at least one group R1 to R4 stands for a saturated or unsaturated, branched or unbranched alkyl chain with from about 8 to about 30 C atoms, and A means a physiologically acceptable organic or inorganic anion.
[0059] In preferred compounds according to (IV) two or three groups R1 to R4 stand for a methyl or an ethyl group, one group or two groups R1 to R4 stands/stand for a saturated or unsaturated, branched or unbranched alkyl chain with from about 14 to about 26 C atoms, and A stands for a halide ion, a sulfate ion of general formula RSCh, in which R has the meaning of saturated or unsaturated alkyl groups with 1 to 4 carbon atoms, or stands for an anionic group of an organic acid, such as maleic acid, fumaric acid, oxalic acid, tartaric acid, citric acid, lactic acid or acetic acid.
[0060] More preferred are compounds according to formula (IV) in which three groups R1 to R4 stand for a methyl group, one group R1 to R4 stands for a cetyl, palmityl, stearyl, arachidyl or a behenyl group, and
- A stands for a chloride or a methosulfate ion.
[0061] The at least one compound according to formula (IV) is particularly preferably selected from cetyltrimethylammonium chloride, cetyltrimethylammonium methosulfate, behentrimethylammonium chloride and/or behentrimethylammonium methosulfate. These compounds can be used in the agents according to the invention individually or in combination, wherein the total amount of compounds of formula (I) in the agent is preferably at most 10 % by weight, and wherein the specified quantity relates to the total weight of the agent according to the invention.
[0062] An agent according to the invention particularly preferably contains, as cationic surfactant, behenyltrimethylammonium chloride. Here, preferred hair treatment agents according to the invention are those that contain - in relation to their weight - from about 0.05 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, more preferably from about 0.25 to about 8 % by weight and in particular from about 0.5 to about 7 % by weight behenyltrimethylammonium chloride.
[0063] To summarise, preferred hair treatment agents according to the invention are characterised in that they contain - in relation to the weight of the agent - from about 0.05 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, more preferably from about 0.25 to about 8 % by weight and in particular from about 0.5 to about 7 % by weight of cationic surfactant(s), preferably from about 0.05 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, more preferably from about 0.25 to about 8 % by weight and in particular from about 0.5 to about 7 % by weight of b eheny ltrimethy 1 ammonium chi ori de.
[0064] The hair treatment agents can also contain, as cationic surfactant, at least one esterquat.
“Esterquats” in the sense of the present invention are preferably understood to mean compounds of the following formula (V)
R6 l +
R5--N—X—R8
I R7
A (V), in which the groups R5, R6 and R7, independently of one another, can be the same or different and have the following meaning:
- a saturated or unsaturated, branched or unbranched alkyl group with 1 to 4 carbon atoms, which can contain at least one hydroxyl group, or
- a saturated or unsaturated, branched or unbranched or a cyclic saturated or unsaturated alkyl group with from about 6 to about 30 carbon atoms, which can contain at least one hydroxyl group, or
- an aryl or alkylaryl group, for example phenyl or benzyl, or (- X - R8), with the provision that at most 2 of the groups R5, R6 or R7 can stand for (- X - R8), wherein
X has the following meaning:
- -(CH2)n- with n = from about 1 to about 20, preferably n = from about 1 to about 10 and particularly preferably n = 1 - 5, or
- -(CH2-CHR9-O)n- with n = from about 1 to about 200, preferably from about 1 to about 100, more preferably from about 1 to about 50, and particularly preferably from about 1 to about 20, and with R9 in in the meaning of hydrogen, methyl or ethyl, or
- a hydroxyalkylene group with one to four carbon atoms, which can be branched or unbranched, and which contains one and at most 3 hydroxyl groups, and wherein
R8 has the following meaning:
- R10-O-CO-, in which R10 is a saturated or unsaturated, branched or unbranched or a cyclic, saturated or unsaturated alkyl group with from about 6 to about 30 carbon atoms, which can contain at least one hydroxyl group, and which optionally also can be oxethylated with from about 1 to about 100 ethylene oxide units and/or from about 1 to about 100 propylene oxide units, or
- RI 1-CO-, in which RI 1 is a saturated or unsaturated, branched or unbranched or a cyclic, saturated or unsaturated alkyl group with from about 6 to about 30 carbon atoms, which can contain at least one hydroxyl group, and which optionally also can be oxethylated with from about 1 to about 100 ethylene oxide units and/or from about 1 to about 100 propylene oxide units, and in which A stands for a physiologically acceptable organic or inorganic anion, one of the groups R5, R6 or R7 preferably stands for the group (- X - R8), R8 stands for a non-ethoxylated fatty acid group, such as for a palmitic, stearic, arachidic or a behenic acid group, in particular a stearic acid group, and A stands for a halide ion, a sulfate ion of general formula RSCh', in which R has the meaning of saturated or unsaturated alkyl groups with from about 1 to about 4 carbon atoms, or for an anionic group of an organic acid, such as maleic acid, fumaric acid, oxalic acid, tartaric acid, citric acid, lactic acid, or acetic acid, in particular for a chloride ion or for a methosulfate ion.
[0065] The esterquats suitable for the agents according to the invention are preferably selected from at least one of the products sold under the trade names Rewoquat®, Stepantex®, Dehyquart®, Armocare® and Akypoquat®. Specific examples of esterquats that are particularly suitable in accordance with the invention are 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.
[0066] Particularly preferred agents according to the invention are those that contain, as esterquat, at least one of the compounds known under the INCI names Di stearoyl ethyl Hydroxy ethylmonium Methosulfate and Di stearoyl ethyl Hydroxy ethylmonium Chloride. Particularly preferred is Di stearoyl ethyl Hydroxyethylmonium Methosulfate, which can be contained in the agents according to the invention in a preferred amount of from about 0.1 to about 10 % by weight, more preferably from about 0.5 to about 8 % by weight, particularly preferably from about 0.75 to about 6 % by weight and in particular from about 1 to about 5 % by weight, wherein the specified amounts relate to the total weight of the agent according to the invention.
[0067] The one or more esterquats can be added to the agents according to the invention both individually and in a mixture with other nourishing active substances.
On account of the improved handling and processing properties, it can be advantageous if the one or more esterquats - in particular Distearoylethyl Hydroxy ethylmonium Methosulfate - is (are) added to the agents according to the invention as an active substance mixture. A particularly suitable example of an active substance mixture of this kind is obtainable for example from the company BASF under the trade name Dehyquart® F 75 (Di stearoyl ethyl Hydroxyethylmonium Methosulfate and Cetearyl Alcohol).
[0068] Preferred hair treatment agents contain at least one fatty alcohol.
[0069] Fatty alcohols are aliphatic, long-chain, monovalent primary alcohols with hydrocarbon groups having from about 6 to about 30, preferably from about 6 to about 22, carbon atoms. The hydrocarbon groups can be saturated or monounsaturated or polyunsaturated. Fatty alcohols that can be used with preference within the scope of the present invention are preferably selected from 1-hexanol, 1-heptanol, 1-octanol, 1-decanol, 1-dodecanol (lauryl alcohol), 1-tetradecanol (myristyl alcohol)l, 1-hexadecanol (cetyl alcohol), 1-heptadecanol (margaryl alcohol), 1-octadecanol (stearyl alcohol), 1-eisosanol (arachidyl alcohol), 1-docosanol (behenyl alcohol), 1-tetracosanol (lignoceryl alcohol), 1hexacosanol (ceryl alcohol), 1-octacosanol (montanyl alcohol), 1-triacontanol (melissyl alcohol), czs-9-hexadecen-l-ol (palmitoleyl alcohol), czs-9-octadecen-l-ol (oleyl alcohol), Zra/zs-9-octadecen-l-ol (elaidyl alcohol), czs-ll-octadecen-l-ol, 6,9,12-octadecatrien-l-ol (γ-linolenyl alcohol) and mixtures thereof.
[0070] Preferred hair treatment agents are characterised in that they contain - in relation to their weight - from about 0.5 to about 20 % by weight, preferably from about 0.75 to about 15 % by weight, more preferably from about 1 to about 12 % by weight and in particular from about 2 to about 10 % by weight of fatty alcohol(s).
[0071] Particularly preferred hair treatment agents are characterised in that they contain - in relation to their weight - from about 0.1 to about 20 % by weight, preferably from about 0.5 to about 15 % by weight, more preferably from about 1 to about 10 % by weight and in particular from about 2 to about 8 % by weight of fatty alcohol(s) of formula (III) H3C-(CH2)k-CH2-OH (III), in which k stands for integers of from from about 4 to about 28, preferably of from from about 6 to about 24, more preferably of from about 8 to about 22 and in particular for 10, 12, 14, 16, 18 or 20.
[0072] Particularly preferred hair treatment agents according to the invention contain in relation to their weight - from about 0.1 to about 20 % by weight, preferably from about 0.5 to about 15 % by weight, more preferably from aboutl to aboutlO % by weight and in particular from about 2 to about 8 % by weight of alcohol(s) from the group 1-dodecanol (lauryl alcohol), 1-hexadecanol (cetyl alcohol), 1-octadecanol (stearyl alcohol), 1docosanol (behenyl alcohol), wherein the amounts relate to the total amount of the aforesaid fatty alcohols in the composition.
[0073] Very particularly preferred hair treatment agents according to the invention contain - in relation to their weight - from about 0.1 to about 20 % by weight, preferably from about 0.5 to about 15 % by weight, more preferably from about 1 to about 10 % by weight and in particular from about 2 to about 8 % by weight of alcohols from the group 1hexadecanol (cetyl alcohol), 1-octadecanol (stearyl alcohol), wherein the amounts relate to the total amount of the aforesaid fatty alcohols in the composition.
[0074] The hair treatment agents preferably contain at least one silicone, which makes the hair pleasant to the touch and further intensifies the structure-strengthening effect of the combination according to the invention.
[0075] Preferred agents according to the invention are characterised in that they contain at least one silicone which is selected from:
(i) polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, which are volatile or non-volatile, straight-chained, branched or cyclic, crosslinked or uncrosslinked;
(ii) polysiloxanes which in their general structure contain one or more organofunctional groups selected from:
a) substituted or unsubstituted aminated groups;
b) (per)fluorinated groups;
c) thiol groups;
d) carboxylate groups;
e) hydroxylated groups;
f) alkoxylated groups;
g) acyloxyalkyl groups;
h) amphoteric groups;
i) bisulfite groups;
j) hydroxyacylamino groups;
k) carboxy groups;
l) sulfonic acid groups; and
m) sulfate or thiosulfate groups;
(iii) linear poly siloxane (A)-polyoxyalkylene (B) block copolymers of the type (AB)n with n > 3;
(iv) grafted silicone polymers with non-silicone-containing, organic parent structure which consist of an organic main chain formed from organic monomers containing no silicone, onto which at least one polysiloxane macromer has been grafted in the chain and also optionally at least at one chain end;
(v) grafted silicone polymers with polysiloxane parent structure, onto which nonsilicone-containing organic monomers have been grafted, which comprise a polysiloxane main chain onto which at least one organic macromer containing no silicone has been grafted in the chain and optionally at least at one of the ends thereof;
or mixtures thereof.
[0076] Preferred hair treatment agents according to the invention are characterised in that they contain - in relation to their weight - from about 0.01 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, more preferably from about 0.5 to about 7.5 % by weight and in particular from about 1 to about 5 % by weight of silicone(s). [0077] Preferred silicones will be described hereinafter.
[0078] Particularly preferred agents according to the invention are characterised in that they contain at least one silicone of formula Si-I (CH3)3Si-[O-Si(CH3)2]x-O-Si(CH3)3 (Si-I), in which x stands for a number from about 0 to about 100, preferably from about 0 to about 50, more preferably from about 0 to about 20 and in particular from about 0 to about aboutlO.
[0079] These silicones are referred to in accordance with INCI nomenclature as DIMETHICONES. Within the scope of the present invention, the following compounds:
(CH3)3Si-O-Si(CH3)3 (CH3)3Si-O-(CH3)2Si-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]2O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]3-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]4-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]5-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]6-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]7-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]8-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]9-O-Si(CH3)3 (CH3)3Si-[0-(CH3)2Si]io-0-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]ii-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]i3-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]15-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]i7-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]i9-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]i2-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]i4-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]i6-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]18-O-Si(CH3)3 (CH3)3Si-[O-(CH3)2Si]20-O-Si(CH3)3 are preferably used as silicone of formula Si-I, wherein (CH3)3Si—O-Si(CH3)3, (CH3)3Si-O(CH3)2Si-O-Si(CH3)3 and/or (CH3)3Si-[O-(CH3)2Si]2-O-Si(CH3)3 are/is particularly preferred.
[0080] Of course, mixtures of the above-mentioned silicones can also be contained in the agents according to the invention. Preferred silicones that can be used in accordance with the invention have viscosities at 20°C of from about 0.2 to about 2 mm2s'1, wherein silicones with viscosities of from about 0.5 to about 1 mm2s'1 are particularly preferred.
[0081] Particularly preferred agents according to the invention contain one or more aminofunctional silicones. Such silicones can be described for example by the formula
M(RaQbSiO(4-a-b)/2)x(RcSiO(4-c)/2)yM, wherein in the above formula T is a hydrocarbon or a hydrocarbon group with 1 to approximately 6 carbon atoms, Q is a polar group of general formula -R'HZ, in which R1 is a bivalent, linking group which is bound to hydrogen and the group Z, composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms, or carbon, hydrogen and nitrogen atoms, and Z is an organic aminofunctional group containing at least one aminofunctional group; a assumes values in the range of from approximately 0 to approximately 2, b assumes values in the range of from approximately 1 to approximately 3, a + b is less than or equal to 3, and c is a number in the range of from approximately 1 to approximately 3, and x is a number in the range of from 1 to approximately 2,000, preferably from approximately 3 to approximately 50 and most preferably from approximately 3 to approximately 25, and y is a number in the range of from approximately 20 to approximately 10,000, preferably from approximately 125 to approximately 10,000 and most preferably from approximately 150 to approximately 1,000, and M is a suitable silicone end group, as is known in the prior art, preferably trimethylsiloxy. 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 groups such as vinyl, halogenvinyl, alkylvinyl, allyl, halogenallyl, alkylallyl; cycloalkyl groups such as cyclobutyl, cyclopentyl, cyclohexyl and the like; phenyl groups, benzyl groups, halogen hydrocarbons, such as 3-chloropropyl, 4bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur-containing groups such as mercaptoethyl, mercaptopropyl, mercaptohexyl, mercaptophenyl and the like; with R preferably being an alkyl group containing 1 to approximately 6 carbon atoms, and R most preferably being methyl. Examples of R1 include methylene, ethylene, propylene, hexamethylene, decamethylene, CH2CH(CH3)CH2-, phenylene, naphthylene, -CH2CH2SCH2CH2-, -CH2CH2OCH2-, OCH2CH2-, -OCH2 CH2CH2-, -CH2CH(CH3)C(O)OCH2-, -(CH2)3 CC(O)OCH2CH2-, -CeH 4C6H4-, -C6H4CH2C6H4; and -(CH2)3C(O)SCH2CH2-.
[0082] Z is an organic aminofunctional group containing at least one functional amino group. One possible formula for Z is NH(CH2 )zNH2, in which z is 1 or more. Another possible formula for Z is -NH(CEl2)z(CEI2)zzNH, in which both z and zz independently are or more, wherein this structure comprises diamino ring structures, such as piperazinyl. Z is most preferably a -NHCH2CH2NH2 group. Another possible formula for Z is N(CH2)z(CH2)zzNX2 or -NX2, in which each X of X2 is selected independently from the group consisting of hydrogen and alkyl groups with 1 to 12 carbon atoms, and zz is 0. [0083] Q is most preferably a polar aminofunctional group of formula CH2CH2CH2NHCH2CH2NH2. In the formulas, “a” assumes values in a range of from approximately 0 to approximately 2, “b” assumes values in a range of from approximately to approximately 3, “a” + ”b” is less than or equal to 3, and “c” is a number in a range of from approximately 1 to approximately 3. The molar ratio of RaQb SiO(4-a-b)/2 units to the RcSiO (4-c)/2 units lies in a range of from approximately 1:2 to 1:65, preferably from approximately 1:5 to approximately 1:65, and most preferably from approximately 1:15 to approximately 1:20. If one or more silicones of the above formula is/are used, the various variable substituents in the above formula are different in the various silicone components present in the silicone mixture.
[0084] Preferred agents according to the invention are characterised in that they contain an aminofunctional silicone of formula (Si-II)
R'aG3-a-Si(OSiG2)n-(OSiGbR'2-b)m-O-SiG3-a-R'a (Si-II), in which:
- G is -H, a phenyl group, -OH, -O-CH3, -CH3, -O-CH2CH3, -CH2CH3, -O-
CH2CH2CH3,-CH2CH2CH3, -O-CH(CH3)2, -CH(CH3)2, -OCH2CH2CH2CH3, -CH2CH2CH2CH3, -O-CH2CH(CH3)2, -CH2CH(CH3)2, O-CH(CH3)CH2CH3, -CH(CH3)CH2CH3, -O-C(CH3)3, -C(CH3)3;
- a stands for a number between from about 0 and about 3, in particular 0;
- b stands for a number between from about 0 and about 1, in particular 1,
- m and n are numbers of which the sum (m + n) is between 1 and 2000, preferably between from about 50 and about 150, wherein n preferably assumes values from about 0 to about 1999 and in particular from about 49 to about 149 and m preferably assumes values from about 1 to about 2000, in particular from about 1 to about 10,
- R' is a monovalent group selected from
-Q-N(R)-CH2-CH2-N(R)2
-Q-N(R)2
-Q-N+(R)3
-Q-N+H(R)2 A0 -Q-N+H2(R)A0 -Q-N(R)-CH2-CH2-N+RH2A-, wherein each Q stands for a chemical bond, -CH2-, -CH2-CH2-, -CH2CH2CH2-, -C(CH3)2-, -CH2CH2CH2CH2-, -CH2C(CH3)2-, -CH(CH3)CH2CH2-,
R stands for the same or different groups from the group comprising -H, -phenyl, benzyl, -CH2-CH(CH3)Ph, der C1-20 alkyl groups, preferably -CH3, -CH2CH3, CH2CH2CH3, -CH(CH3)2, -CH2CH2CH2H3, -CH2CH(CH3)2, -CH(CH3)CH2CH3, -C(CH3)3, and A represents an anion preferably selected from chloride, bromide, iodide or methosulfate.
[0085] Particularly preferred agents according to the invention are characterised in that they contain at least one aminofunctional silicone of formula (Si-IIa) (CH3)3Si-[O-Si(CH3)2]n[OSi(CH3)]m-OSi(CH3)3 (Si-IIa),
CH2CH(CH3)CH2NH(CH2)2NH2 in which m and n are numbers of which the sum (m + n) is between 1 and 2000, preferably between 50 and 150, wherein n preferably assumes values from about 0 to about 1999 and in particular from about 49 to about 149, and m preferably assumes value from about 1 to about 2000, in particular from about 1 to about 10.
[0086] These silicones are called Trimethylsilylamodimethicones in accordance with the INCI declaration.
[0087] Particularly preferred agents according to the invention are also those that contain an aminofunctional silicone of formula (Si-IIb)
R-[Si(CH3)2-O]nl[Si(R)-O]m-[Si(CH3)2]n2-R (Si-IIb), (CH2)3NH(CH2)2NH2 in which R stands for -OH, -O-CH3 or a -CH3 groups and m, nl and n2 are numbers of which the sum (m + nl + n2) is between 1 and 2000, preferably between 50 and 150, wherein the sum (nl + n2) preferably assumes values from 0 to 1999 and in particular from about 49 to about 149, and m preferably assumes values from about 1 to about 2000, in particular from about 1 to about 10.
[0088] These silicones are referred to as Amodimethicones in accordance with the INCI declaration.
[0089] Regardless of which aminofunctional silicones are used, agents according to the invention that contain an aminofunctional silicone of which the amine value is above 0.25 meq/g, preferably above 0.3 meq/g, and in particular above 0.4 meq/g, are preferred. The amine value stands for the milli-equivalent amine per gram of aminofunctional silicone. It can be determined by titration and can also be specified in the unit mg KOH/g.
[0090] Agents that are preferred in accordance with the invention are characterised in that they contain—in relation to their weight—from about 0.01 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, particularly preferably from about 0.5 to about 7.5 % by weight, and in particular from about 1 to about 5 % by weight of aminofunctional silicone(s).
[0091] The agents according to the invention particularly preferably contain aminofunctional silicone(s) with terminal hydroxyl group(s). Some specific aminofunctional silicone(s) with terminal hydroxyl group(s) have proven to be particularly suitable in the agents according to the invention. These will be described further below. [0092] Agents that are preferred in accordance with the invention are characterised in that they contain, in relation to their weight, from about 0.01 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, particularly preferably from about 0.5 to about 7.5 % by weight, and in particular from about 1 to about 5 % by weight, of at least one silicone of the following formula (Si-III)
in which
- m and m mean numbers which are selected so that the sum (n + m) lies in a range of from about 1 to about 1000,
- n is a number in the range of from about 0 to about 999, and m is a number in the range of from about 1 to about 1000,
- Rl, R2 and R3, which are the same or different, mean a hydroxyl group or a Cl-4 alkoxy group,
- wherein at least one of the groups Rl to R3 means a hydroxyl group.
[0093] Further agents that are preferred in accordance with the invention are characterised in that they contain, in relation to their weight, from about 0.01 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, particularly preferably from about 0.5 to about 7.5 % by weight, and in particular from about 1 to about 5 % by weight, of at least one silicone of the formula below (Si-IV)
CHS
NH (CHg)g
ch3 (Si-IV) q
in which
- p and q mean numbers which are selected so that the sum (p + q) lies in a range of from about 1 to about 1000, p is a number in the range of from about 0 to about 999, and q is a number in the range of from about 1 to about 1000,
- R1 and R2, which are different, mean a hydroxyl group or a Cl-4 alkoxy group, wherein at least one of the groups R1 to R2 means a hydroxyl group.
[0094] The silicones of formulas (Si-III) and (Si-IV) differ by the grouping at the Si atom, which carries the nitrogen-containing group: In formula (Si-III), R2 means a hydroxyl group or Cl-4 alkoxy group, whereas the group in formula (Si-IV) is a methyl group. The individual Si groupings, which are characterised by the indices m and n and also p and q, do not have to be present as blocks, but rather the individual units can also be randomly distributed, i.e. in the formulas (Si-III) and (Si-IV) each Rl-Si(CH3)2 group is not necessarily bonded to a -[O-Si(CH3)2] grouping.
[0095] In the method according to the invention, pre-treatment agents that are particularly effective in respect of the desired effects have proven to be those that contain at least one silicone of the formula (Si-V):
ch3 ch3 ch3 ch3 L ch3
(Si-V), in which
A stands for a group -OH, -O-Si(CH3)3,-O-Si(CH3)2OH ,-O-Si(CH3)2OCH3,
D stands for a group -H, -Si(CH3)3,-Si(CH3)2OH, -Si(CH3)2OCH3, b, n and c stand for integers between 0 and 1000, with the provisions
- n > 0 and b + c > 0
- at least one of the conditions A = -OH or D = -H is met.
[0096] Agents according to the invention that contain, in relation to their weight, from about 0.01 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, particularly preferably from about 0.5 to about 7.5 % by weight, and in particular from about 1 to about 5 % by weight, of at least one silicone of formula (Si-V) ch3 ch3 ch3 ch3 L ch3
(Si-V), in which
A stands for a group -OH, -O-Si(CH3)3,-O-Si(CH3)2OH ,-O-Si(CH3)2OCH3,
D stands for a group -H, -Si(CH3)3,-Si(CH3)2OH, -Si(CH3)2OCH3,
b, n and c stand for integers between 0 and 1000,
with the provisions
- n > 0 and b + c > 0
- at least one of the conditions A = -OH or D = -H is met, are therefore preferred in accordance with the invention.
[0097] In the above formula (Si-V), the individual siloxane units with the indices b, c and n are randomly distributed, i.e. they are not necessarily block copolymers.
[0098] Further particularly preferred silciones are 4-morpholinomethyl-substituted. Agents according to the invention which, in relation to their weight, contain from about 0.01 to about 20 % by weight, preferably from about 0.1 to about 10 % by weight, particularly preferably from about 0.5 to about 7.5 % by weight, and in particular from about 1 to about 5 % by weight, of at least one 4-morpholinomethyl-substituted silicone of formula (Si-VI),
(Si-VI), in which
A stands for a structural unit (i) bonded via an -O
or for an oligomeric or polymeric group bonded via an -O- and containing structural units of the formula (i), or stands for -OH, * stands for a bond to the structural unit (i) or stands for an end group B (Si-bonded) or D (O-bonded),
B stands for a group -OH, -O-Si(CH3)3 ,-O-Si(CH3)2OH ,-O-Si(CH3)2OCH3,
D stands for a group -H, -Si(CH3)3-Si(CH3)2OH, -Si(CH3)2OCH3, a, b and c stand for integers between 0 and 1000, with the provision a + b + c > 0 m, n and o stand for integers between 1 and 1000.
with the provision that at least one of the conditions B = -OH or D = -H is met, are particularly preferred.
[0099] The structural formula (Si-VI) is intended to mean that the siloxane groups n and o do not necessarily have to be directly bonded to an end grouping B or D respectively. Rather, in preferred formulas (Si-VI) a > 0 or b > 0 and in particularly preferred formulas (Si-VI) a > 0 and b > 0, i.e. the end grouping B or D is preferably bonded to a dimethylsiloxy grouping. In formula (Si-VI) as well, the siloxane units a, b, c, n and o are preferably randomly distributed. The silicones used in accordance with the invention presented by formula (Si-VI) can be trimethylsilyl-terminated (D or B = -Si(CH3)3), but they can also be dimethyl silylhydroxy-terminated at two ends or dimethyl silylhydroxyterminated and dimethyl silylmethoxy-terminated at one end. Silicones used with particular preference within the scope of the present invention are selected from silicones in which
B = -O-Si(CH3)2OH
B = -O-Si(CH3)2OH
B = -O-Si(CH3)2OH
B = -O-Si(CH3)3
B = -O-Si(CH3)2OCH3 and D = -Si(CH3)3 and D = -Si(CH3)2OH and D = -Si(CH3)2OCH3 and D = -Si(CH3)2OH and D = -Si(CH3)2OH.
[0100] These silicones lead to enormous improvements of the hair properties of the hair treated using the agents according to the invention, and in particular lead to a significantly improved protection in the case of oxidative treatment.
In formula (Si-VI) as well, the group A can stand
- for a structural unit (i) bonded via an -O-, or
- for an oligomeric or polymeric group bonded via an -O- and containing structural units of formula (i),
- or for -OH.
[0101] Formula (Si-VI) is thus rendered more precisely as one of the formulas (Si-VIa), (Si-VIb) or (Si-VIc):
[0102] Regardless of the type of used aminofunctional silicone(s) with terminal hydroxyl group(s), the agents according to the invention contain the silicone(s) preferably in the form of an emulsion, particularly preferably in the form of a microemulsion.
[0103] It has been found that the effect of the silicones used in the agents according to the invention can be increased further still if certain non-ionic components are also used in the agents. In addition, these non-ionic components have positive effects on the storage stability of the agents. Non-ionic components which are particularly suitable here are ethoxylates of decanol, undecanol, dodecanol, tridecanol etc. Ethoxylated tridecanols have proven to be particularly suitable and are preferably incorporated into the agents according to the invention. Agents that are particularly preferred in accordance with the invention are characterised in that they contain—in relation to their weight—from about 0.00001 to about 5 % by weight, preferably from about 0.0001 to about 3.5 % by weight, particularly preferably from about 0.001 to about 2 % by weight, more preferably from about 0.01 to about 1 % by weight, and in particular from about 0.1 to about 0.5 % by weight of branched ethoxylated tridecanol (INCI name: Trideceth-5) or a-iso-tridecyl-co-hydroxy polyglycol ether (INCI name: Trideceth-10) or mixtures thereof.
[0104] The hair treatment agents contain the above-described active substances preferably in a cosmetically acceptable carrier. Within the scope of the invention, an aqueous or aqueous-alcoholic carrier is meant hereby.
The cosmetic carrier preferably contains at least 50 % by weight, more preferably at least 60 % by weight, particularly preferably at least 70 % by weight, and especially preferably at least 75 % by weight of water.
[0105] Furthermore, the cosmetic carrier can contain from about 0.01 to about 40 % by weight, preferably from about 0.05 to about 30 % by weight, and in particular from about 0.1 to about 20 % by weight of at least one alcohol.
Suitable alcohols include, for example, ethanol, ethyldi glycol, 1-propanol, 2-propanol, isopropanol, 1,2-propylene glycol, glycerol, diglycerol, triglycerol, 1-butanol, 2-butanol, 1,2-butanediol, 1,3-butanediol, 1-pentanol, 2-pentanol, 1,2-pentanediol, 1,5-pentanediol, 1, hexanol, 2-hexanol, 1,2-hexanediol, 1,6-hexanediol, polyethylene glycols, sorbitol, sorbitan, benzyl alcohol or mixtures of these alcohols.
[0106] The water-soluble alcohols are particularly preferred. Ethanol, 1,2-propylene glycol, glycerol, benzyl alcohol and mixtures of these alcohols are preferred in particular. [0107] For very good skin (scalp) compatibility of the hair treatment agents according to the invention, it is advantageous if said agents have a slightly acidic pH value.
It has been found that the agents according to the invention have particularly good skin compatibility and gentleness in a pH range of from about 4.2 to about 5.8.
[0108] In a first preferred embodiment the hair treatment agents according to the invention therefore preferably have a pH value in a range of from about 4.2 to about 5.8, more preferably of from about 4.25 to about 5.6, particularly preferably of from about 4.3 to about 5.5, extremely preferably of from about 4.35 to about 5.4, and especially preferably of from about 4.4 to about 5.3.
[0109] The hair treatment agents according to the invention can contain vegetable oils, vegetable butters, and/or vegetable waxes. These vegetable oil components provide the hair with improved combability and manageability and increase the shine of the hair. [0110] Suitable vegetable oil components include natural (vegetable) oils and/or butters, which typically contain triglycerides and mixtures of triglycerides.
Preferred natural oils are coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, argan oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango kernel oil, marula oil, lady's smock oil, thistle oil, macadamia nut oil, grape seed oil, amaranth seed oil, bamboo oil, olive oil, wheatgerm oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and/or shea butter. Carnauba wax, beeswax and/or candelilla wax can be used with preference as suitable natural or vegetable wax.
[0111] Particularly preferred vegetable oil components are (sweet) almond oil, peach kernel oil, apricot kernel oil, amaranth seed oil, argan oil, olive oil jojoba oil, cocoa butter and/or shea butter. Apricot kernel oil, argan oil, olive oil and/or jojoba oil are particularly preferred.
[0112] In a preferred embodiment the hair treatment agents according to the invention preferably contain coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, argan oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango kernel oil, marula oil, lady's smock oil, thistle oil, macadamia nut oil, grape seed oil, amaranth seed oil, bamboo oil, olive oil, wheatgerm oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and/or shea butter.
[0113] Within this embodiment it is particularly preferred if the hair treatment agents according to the invention contain (sweet) almond oil, peach kernel oil, apricot kernel oil, amaranth seed oil, argan oil, olive oil jojoba oil, cocoa butter and/or shea butter.
[0114] The weight share of the at least one vegetable oil, the vegetable butter and/or the vegetable wax in the total weight of the hair treatment agent according to the invention is preferably from about 0.02 to about 2.50 % by weight, more preferably from from about 0.03 to about 2.00 % by weight, particularly preferably from about 0.04 to about 1.50 % by weight, and in particular from about 0.05 to about 1.00 % by weight.
[0115] Besides the aforementioned essential and optional constituents, the hair treatment agents according to the invention, in a further preferred embodiment for further increasing the nourishing properties of the agents, can contain at least one further hairconditioning active substance, which can be selected from the group of
- protein hydrolysates,
- vitamins,
- plant extracts and/or glycerol.
[0116] Suitable protein hydrolysates are to be understood to be product mixtures that can be obtained by acid-, base- or enzyme-catalysed degradation of proteins. Protein hydrolysates of plant, animal and/or marine origin can be used.
[0117] Animal protein hydrolysates are, for example, elastin, collagen, keratin, silk and milk protein hydrolysates, which can also be present in the form of salts. Such products are marketed for example under the trade names Dehylan® (Cognis), Promois® (Interorgana) Collapuron® (Cognis), Nutrilan® (Cognis), Gelita-Sol® (German gelatin factories Stoess & Co), Lexein® (Inolex) and Kerasol® (Croda).
[0118] Protein hydrolysates of plant origin are preferred, for example soy, almond, rice, pea, potato and wheat protein hydrolysates. Such products are obtainable, for example, under the trade names Gluadin® (Cognis), DiaMin® (Diamalt), Lexenin® (Inolex) and Crotein® (Croda). In addition, cationised protein hydrolysates can be used, wherein the basic protein hydrolysate can originate from animals, for example, from collagen, milk or keratin, from plants, for example, from wheat, maize, rice, potatoes, soya or almonds, from marine life, for example, from fish collagen or algae, or from biotechnologically obtained protein hydrolysates. The protein hydrolysates forming the basis of the cationic derivatives can be obtained from the corresponding proteins by a chemical hydrolysis, particularly alkaline or acid hydrolysis, by an enzymatic hydrolysis and/or a combination of both types of hydrolysis. The hydrolysis of proteins generally produces a protein hydrolysate with a molecular weight distribution from about 100 daltons up to several thousand daltons. Cationic protein hydrolysates that are preferred are those of which the base protein content has a molecular weight of from about 100 to about 25,000 daltons, preferably from about 250 to about 5,000 daltons. Moreover, cationic protein hydrolysates are understood to include quaternised amino acids and their mixtures. Quaternisation of the protein hydrolysates or the amino acids is often carried out using quaternary ammonium salts such as, for example, N,N-dimethyl-N-(n-alkyl)-N-(2-hydroxy-3-chloro-n-propyl) ammonium halides. Moreover, the cationic protein hydrolysates can also be further derivatised. Typical examples of cationic protein hydrolysates and derivatives are the commercially available products known under the INCI names: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimopnium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Silk, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Cocodimonium Hydroxypropyl Silk Amino Acids, Hydroxypropyl Arginine Lauryl/Myristyl Ether HC1, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Conchiolin Protein, Hydroxypropyltrimonium Hydrolyzed keratin, Hydroxypropyltrimonium Hydrolyzed Rice Bran Protein, Hydroxyproypltrimonium Hydrolyzed Silk, Hydroxypropyltrimonium Hydrolyzed Soy Protein, Hydroxypropyl Hydrolyzed Vegetable Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein/Siloxysilicate, Laurdimonium Hydroxypropyl Hydrolyzed Soy Protein, Laurdimonium Hydroxypropyl Hydrolyzed Wheat Protein, Laurdimonium Hydroxypropyl Hydrolyzed Wheat Protein/Siloxysilicate, Lauryldimonium Hydroxypropyl Hydrolyzed Casein, Lauryldimonium Hydroxypropyl Hydrolyzed Collagen, Lauryldimonium Hydroxypropyl Hydrolyzed Keratin, Lauryldimonium Hydroxypropyl Hydrolyzed Silk, Lauryldimonium Hydroxypropyl Hydrolyzed Soy Protein,
Steardimonium Hydroxypropyl Hydrolyzed Casein, Steardimonium Hydroxypropyl Hydrolyzed Collagen, Steardimonium Hydroxypropyl Hydrolyzed Keratin, Steardimonium Hydroxypropyl Hydrolyzed Rice Protein, Steardimonium Hydroxypropyl Hydrolyzed Silk, Steardimonium Hydroxypropyl Hydrolyzed Soy Protein, Steardimonium Hydroxypropyl Hydrolyzed Vegetable Protein, Steardimonium Hydroxypropyl Hydrolyzed Wheat Protein, Steartrimonium Hydroxyethyl Hydrolyzed Collagen, Quaternium-76 Hydrolyzed Collagen, Quatemium-79 Hydrolyzed Collagen, Quatemium-79 Hydrolyzed Keratin, Quatemium-79 Hydrolyzed Milk Protein, Quaternium-79 Hydrolyzed Silk, Quaternium-79 Hydrolyzed Soy Protein, and Quaternium-79 Hydrolyzed Wheat Protein.
The proportion by weight of the protein hydrolysate(s) in the total weight of the hair treatment agents is preferably from about 0.01 to about 5 % by weight, more preferably from about 0.025 to about 3 % by weight, and in particular from about 0.05 to about 2 % by weight.
[0119] Regardless of the source (plant, animal, marine etc.), protein hydrolysates contain individual amino acids, oligopeptides and optionally polypeptides depending on the degree of hydrolysis.
[0120] Suitable vitamins are preferably understood to mean the following vitamins, provitamins and vitamin precursors and derivatives thereof:
• Vitamin A: the group of substances referred to as vitamin A includes retinol (Vitamin Ai) and 3,4-didehydroretinol (Vitamin A2). β-carotin is the provitamin of retinol. Examples of suitable vitamin A components include vitamin A acid and esters thereof, vitamin A aldehyde, and vitamin A alcohol as well as esters thereof, such as the palmitate and acetate.
• Vitamin B: the vitamin B group or the vitamin B complex includes, inter alia, > Vitamin Bi (thiamin) > Vitamin B2 (riboflavin) > Vitamin B3. This often includes the compounds of nicotinic acid and nicotinic acid amide (niacinamide).
> Vitamin B5 (pantothenic acid and panthenol). In the context of this group, panthenol is preferably used. Useable derivatives of panthenol are especially the esters and ethers of panthenol, pantolactone, and also cationically derivatised panthenols. Specific representatives are, for example, panthenol triacetate, panthenol monoethyl ether and monoacetate thereof, as well as cationic panthenol derivatives.
> Vitamin Βό (pyridoxine and also pyridoxamine and pyridoxal).
• Vitamin C (ascorbic acid): the use in the form of the palmitic acid ester, the glucosides, or phosphates can be preferred. The use in combination with tocopherols can also be preferred.
• Vitamin E (tocopherols, in particular oc-tocopherol).
• Vitamin F: the term “vitamin F” is usually understood to mean essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
• Vitamin H: The compound (3aS,4S, 6aR)-2-oxohexahydrothienol[3,4-d]-imidazol4-valeric acid denotes vitamin H, for which the trivial name however (biotin) has become accepted.
[0121] Vitamins, provitamins and vitamin precursors from the groups A, B, E and H are particularly preferred. Nicotinic acid amide, biotin, pantolactone and/or panthenol are preferred in particular. The weight share of the vitamin(s), vitamin derivative(s), and/or the vitamin precursor(s) in the total weight of the hair treatment agent is preferably from about 0.001 to about 2 % by weight, particularly preferably from about 0.005 to about 1 % by weight, and in particular from about 0.01 to about 0.5 % by weight.
[0122] Suitable plant extracts are understood to be extracts which can be produced from all parts of a plant. These extracts are usually produced by extraction of the entire plant. However, in individual cases it may also be preferred to produce the extracts exclusively from flowers and/or leaves of the plant. In particular, the extracts from green tea, oak bark, stinging nettle, hamamelis, hops, camomile, burdock root, field horsetail, hawthorn, linden flowers, lychee, almonds, aloe vera, spruce needles, horse chestnut, sandal wood, juniper, coconut, mango, apricot, lime, wheat, kiwi, melon, orange, grapefruit, sage, rosemary, birch, malva, lady's smock, broad-leaved thyme, common yarrow, thyme, lemon balm, rest-harrow, coltsfoot, marshmallow, ginseng, ginger root, echinacea purpurea, olive, boerhavia diffusa root, fennel and celery are suitable.
[0123] Extracts from green tea, stinging nettle, hamamelis, chamomile, aloe vera, ginseng, echinacea purpurea, olive and/or boerhavia diffusa root are particularly preferred for use in the compositions according to the invention.
[0124] Water, alcohols, and mixtures thereof can be used as extracting agents for producing the specified plant extracts. Here, lower alcohols such as ethanol and isopropanol, but in particular polyvalent alcohols such as ethylene glycol and propylene glycol, both as sole extracting agent and mixed with water, are preferred alcohols. Plant extracts based on water/propylene glycol in a ratio of from about 1:10 to about 10:1 have proven to be particularly suitable.
[0125] The plant extracts can be used both in pure and diluted form. If used in diluted form, they usually contain approximately 2-80 % by weight of active substance and, as solvent, the extracting agent or extracting agent mixture used for their recovery.
[0126] The plant extracts can be used in the hair treatment agents according to the invention (in relation to the total weight of the agents) preferably in an amount of from from about 0.01 to about 10 % by weight, more preferably from about 0.05 to about 7.5 % by weight, and in particular from about 0.1 to about 5 % by weight.
[0127] Glycerol can be added to the hair cleansing and nourishing agents separately in an amount of up to 10 % by weight (in relation to the total weight of the agent). However, it can also be part of the aforementioned aqueous-alcoholic carrier.
[0128] It has been found that the hair treatment agents according to the invention are also suitable for use as an anti-dandruff preparation.
[0129] The total weight of anti-dandruff agents in the total weight of the hair treatment agent can be preferably from about 0.01 to about 10 % by weight, more preferably from about 0.025 to about 7.5 % by weight, particularly preferably from about 0.05 to about 5 % by weight, and in particular from about 0.075 to about 3 % by weight.
Suitable anti-dandruff active substances can be selected from piroctone olamines, climbazole, zinc pyrithione, ketoconazoles, salicylic acid, sulfur, selenium sulfide, tea preparations, undecenoic acid derivatives, burdock extracts, poplar extracts, stinging nettle extracts, walnut shell extracts, birch extracts, willow bark extracts, rosemary extracts and/or arnica extracts.
Climbazole, zinc pyrithione, and piroctone olamines are preferred.
[0130] Further active substances, auxiliaries and additives that can be contained with preference in the hair treatment agents according to the invention are, for example,
- humectants,
- fragrances,
- UV filters,
- thickening agents such as gelatins or plant gums, for example agar-agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean flour, linseed gums, dextrans, cellulose derivatives, for example methyl cellulose, hydroxyalkyl cellulose and carboxymethyl cellulose, starch fractions and derivatives, such as amylose , amylopectin and dextrins, clays and sheet silicates, such as bentonite or fully synthetic hydrocolloids such as polyvinyl alcohol, the Ca, Mg or Zn soaps, structurants, such as maleic acid and lactic acid, dimethyl isosorbide, cyclodextrins,
- fibre structure-improving active substances, in particular mono-, di- and oligosaccharides, such as glucose, galactose, fructose, fruit sugar, and lactose, dyes for colouring the agent, active substances such as bisabolol and/or allantoin, complexing agents, such as EDTA, NTA, β-alanine diacetic acid and phosphonic acids, ceramides. Ceramides are understood to mean N-acylsphingosine (fatty acid amides of sphingosine) or synthetic analogues such as lipids (what are known as pseudo ceramides),
- propellants, such as propane-butane mixtures, N2O, dimethylether, CO2 and air, antioxidants, additional viscosity regulators, such as salts (NaCl).
[0131] The agents according to the invention are preferably what are known as rinse-off products, i.e. they are rinsed out of the hair again after a certain reaction time. This reaction time is preferably less than an hour, i.e. the consumer preferably does not leave the products in the hair until the next time the hair is washed.
A further subject of the present invention is therefore a method for treating hair, in which an agent according to the invention is applied to dry or wet hair, is left there for a period of from 30 to 300 seconds, and is then rinsed out.
[0132] The agents according to the invention lead to a significantly increased strengthening of the internal and external hair structure.
[0133] A further subject of the present invention is therefore the use of mixtures of.
a) methionine,
b) methionylmethionine to strengthen the inner hair structure to increase the hair-conditioning effect of hair treatment agents.
[0134] The term “structure strengthening” within the sense of the invention is understood to mean a reduction of the damage to keratinic fibres caused as a result of a wide range of influences. Here, the re-establishment of the natural strength plays a key role, for example. Restructured fibres are characterised for example by an improved shine, by an improved feel, and by an easier combability. In addition, they have optimised strength and elasticity. A successful structure strengthening or restructuring can be verified physically as an increase in the melting point compared to damaged fibres (DSC measurements).
[0135] In respect of preferred embodiments of the method according to the invention and of the use according to the invention, that which has been said in respect of the agents according to the invention applies, mutatis mutandis.
[0136] The following numbered statements form part of the present disclosure:
1. A hair treatment agent containing - in relation to its weight -
a) 0.0001 to 20 % by weight methionine;
b) 0.0001 to 30 % by weight methionylmethionine
2. The hair treatment agent according to 1, characterised in that it contains - in relation to its weight - a total amount of from 0.0005 to 15 % by weight, preferably 0.001 to 10 % by weight, more preferably 0.005 to 7.5 % by weight, and in particular 0.01 to 2 % by weight methionine.
3. The hair treatment agent according to either one of the preceding points, characterised in that it contains - in relation to its weight - a total amount of from 0.0005 to 20 % by weight, preferably 0.001 to 15 % by weight, more preferably 0.005 to 10 % by weight, and in particular 0.01 to 5 % by weight methionylmethionine.
4. The hair treatment agent according to any one of the preceding points, characterised in that the methionylmethionine is a mixture of L-methionyl-L-methionine, Lmethionyl-D-methionine, D-methionyl-L-methionine and D-methionyl-Dmethionine.
5. The hair treatment agent according to any one of the preceding points, characterised in that it contains - in relation to its weight - 0.01 to 3 % by weight, preferably 0.05 to 2 % by weight, preferably 0.1 to 1.5 % by weight, and in particular 0.15 to 0.8 % by weight cationic polymer(s), preferably 0.01 to 3 % by weight, preferably 0.05 to 2 % by weight, more preferably 0.1 to 1.5 % by weight, and in particular 0.15 to 0.8 % by weight of at least one polymer from the group of cationic cellulose polymers and/or the cationic guar derivatives.
6. The hair treatment agent according to any one of the preceding points, characterised in that it contains - in relation to the weight of the agent - 0.05 to 20 % by weight, preferably 0.1 to 10 % by weight, more preferably 0.25 to 8 % by weight, and in particular 0.5 to 7 % by weight of surfactant(s).
7. The hair treatment agent according to any one of the preceding points, characterised in that it contains - in relation to its weight - 0.5 to 20 % by weight, preferably 0.75 to 15 % by weight, more preferably 1 to 12 % by weight, and in particular 2 to 10 % by weight of fatty alcohol(s).
8. The hair treatment agent according to any one of the preceding points, characterised in that it contains - in relation to its weight - 0.01 to 20 % by weight, preferably 0.05 to 10 % by weight, more preferably 0.1 to 7.5 % by weight, and in particular 0.15 to 5 % by weight of aminofunctional silicone(s).
9. A method for the treatment of hair, characterised in that an agent according to any one of points 1 to 8 is applied to moist hair, left there for a period of from 30 to 300 seconds, and then rinsed out.
10. Use of mixtures of
a) methionine,
b) methionylmethionine for strengthening the internal hair structure and for increasing the hair-conditioning effect of hair treatment agents.

Claims (10)

CLAIMS:
1. A hair treatment agent containing - in relation to its weight -
a) from about 0.0001 to about 20 % by weight methionine;
b) from about 0.0001 to about 30 % by weight methionylmethionine
2. The hair treatment agent according to claim 1, wherein the agent contains - in relation to its weight - a total amount of from about 0.0005 to about 15 % by weight methionine.
3. The hair treatment agent according to any one of the preceding claims, wherein the agent contains - in relation to its weight - a total amount of from about 0.0005 to about 20 % by weight methionylmethionine.
4. The hair treatment agent according to any one of the preceding claims, wherein the methionylmethionine is a mixture of L-methionyl-L-methionine, L-methionyl-Dmethionine, D-methionyl-L-methionine and D-methionyl-D-methionine.
5. The hair treatment agent according to any one of the preceding claims, wherein the agent contains - in relation to its weight - from about 0.01 to about 3 % by weight, of at least one polymer from the group of cationic cellulose polymers and/or the cationic guar derivatives.
6. The hair treatment agent according to any one of the preceding claims, wherein the agent contains - in relation to the weight of the agent - from about 0.05 to about 20 % by weight of surfactant/s).
7. The hair treatment agent according to any one of the preceding claims, wherein the agent contains - in relation to its weight - from about 0.5 to about 20 % by weight of fatty alcohol(s).
8. The hair treatment agent according to any one of the preceding claims, wherein the agent contains - in relation to its weight - from about 0.01 to about 20 % by weight of aminofunctional silicone(s).
9. A method for the treatment of hair, wherein the agent according to any one of claims 1 to 8 is applied to moist hair, left there for a period of from about 30 to about 300 seconds, and then rinsed out.
10. Use of mixtures of
a) methionine,
b) methionylmethionine for the strengthening the internal hair structure and for increasing the hairconditioning effect of hair treatment agents.
GB1817206.4A 2017-10-24 2018-10-23 Structure-strengthening hair treatment agent with increased care effect Expired - Fee Related GB2569026B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE102017218962.2A DE102017218962A1 (en) 2017-10-24 2017-10-24 Structurally effective hair treatment products with increased care effect

Publications (4)

Publication Number Publication Date
GB201817206D0 GB201817206D0 (en) 2018-12-05
GB2569026A true GB2569026A (en) 2019-06-05
GB2569026A8 GB2569026A8 (en) 2019-06-19
GB2569026B GB2569026B (en) 2020-04-22

Family

ID=64453754

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1817206.4A Expired - Fee Related GB2569026B (en) 2017-10-24 2018-10-23 Structure-strengthening hair treatment agent with increased care effect

Country Status (3)

Country Link
DE (1) DE102017218962A1 (en)
FR (1) FR3072574B1 (en)
GB (1) GB2569026B (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104306182A (en) * 2014-09-30 2015-01-28 青岛叁鼎卫生制品有限公司 Weak acid amino acid liquid shampoo
WO2016139122A1 (en) * 2015-03-04 2016-09-09 Henkel Ag & Co. Kgaa Hair treatment product containing methionyl methionine and cationic surfactants

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3725030A1 (en) 1987-07-29 1989-02-09 Henkel Kgaa SURFACE ACTIVE HYDROXYSULFONATE

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104306182A (en) * 2014-09-30 2015-01-28 青岛叁鼎卫生制品有限公司 Weak acid amino acid liquid shampoo
WO2016139122A1 (en) * 2015-03-04 2016-09-09 Henkel Ag & Co. Kgaa Hair treatment product containing methionyl methionine and cationic surfactants

Also Published As

Publication number Publication date
DE102017218962A1 (en) 2019-04-25
FR3072574A1 (en) 2019-04-26
GB2569026A8 (en) 2019-06-19
FR3072574B1 (en) 2021-11-12
GB2569026B (en) 2020-04-22
GB201817206D0 (en) 2018-12-05

Similar Documents

Publication Publication Date Title
US20170151156A1 (en) Hair treatment agents
US20190008735A1 (en) Method of increasing the wash resistance of artificially colored hair
ES2958824T3 (en) Composition comprising surfactants, cationic polymers and a vegetable oil
US20050031570A1 (en) Cosmetic composition for hair
US20170151146A1 (en) Hair treatment agents
WO2022067612A1 (en) Composition for cleansing keratin fibers and use thereof
EP1752138B1 (en) Amaranth seed oil in hair compositions
US20170151165A1 (en) Hair treatment agents
US11123275B2 (en) High-performance hair treatment agents with increased care effect
US10722440B2 (en) Hair cleaning product
DE102016219005A1 (en) Improves conditioning hair care products with washout protection
GB2571166A (en) Structure-strengthening hair treatment agent with increased care effect
GB2569436A (en) Structure-strengthening hair treatment agent with increased care effect
GB2570180A (en) Structure strengthening hair treatment agent with increased care effect
GB2569026A (en) Structure-strengthening hair treatment agent increased care effect
DE102016218984A1 (en) "improves conditioning hair wash with leach protection"
US10383812B2 (en) Hair treatment agents
GB2570181A (en) Structure-strengthening hair treatment agent with increased care effect
US20170151164A1 (en) High-performance hair treatment agents with an anti-washout effect
US20190224095A1 (en) Improved conditioning hair treatment product with washout protection
DE102016218999A1 (en) Improves conditioning hair care products with washout protection
DE102016219009A1 (en) Improves conditioning hair care products with washout protection
GB2570027A (en) Relaxer with methionine
US20170151163A1 (en) High-performance hair treatment agents with an anti-washout effect
US20210283033A1 (en) Improved conditioning hair treatment product with washout protection

Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20221023