EP3334407A1 - Bunte-salze von aminosäuren und oligopeptiden als schützende inhaltsstoffe in haarbehandlungsmitteln - Google Patents
Bunte-salze von aminosäuren und oligopeptiden als schützende inhaltsstoffe in haarbehandlungsmittelnInfo
- Publication number
- EP3334407A1 EP3334407A1 EP16745474.3A EP16745474A EP3334407A1 EP 3334407 A1 EP3334407 A1 EP 3334407A1 EP 16745474 A EP16745474 A EP 16745474A EP 3334407 A1 EP3334407 A1 EP 3334407A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- formula
- methyl
- structural element
- ylmethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/22—Peroxides; Oxygen; Ozone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/447—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof containing sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
- A61K2800/882—Mixing prior to application
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
- A61K2800/884—Sequential application
Definitions
- the present invention relates to hair treatment compositions containing Bunte salts of amino acids and specific oligopeptides or peptides. These hair treatment compositions are particularly suitable for gentle bleaching or whitening hair dyeing.
- Another object of the invention is a kit containing at least two separately prepared preparations. The first preparation is the aforesaid hair treatment agent, and the second preparation is an oxidizing agent preparation containing at least one oxidizing agent.
- a third object of the present invention is a process for the oxidative dyeing and / or whitening of hair, in which the preparations of the kit - either sequentially or as a mixture - applied to the keratin fibers and the hair is washed.
- the lightening is also accompanied by damage to the hair, as not only the dyes of the hair, but also the other structural components of the hair are oxidatively damaged. Depending on the severity of the degree of damage, this ranges from rough, brittle and difficult to comb hair over a reduced resistance and tear resistance of the hair to hair breakage.
- oxidative hair damage is constantly looking for new ingredients and active ingredients.
- Corresponding active ingredients can be used both as pretreatment agent before the oxidative dyeing or whitening process, during the oxidative treatment - as an additive to the oxidative dyeing or bleaching agents - or as a post-treatment agent.
- active substances which can be used both as pre- and post-treatment agents, but which are also added to the oxidative bleaching or coloring agent and in this way already minimize the damage during the oxidative hair treatment process or prevent.
- Another object of the present application was therefore also the provision of hair treatment compositions which have a long-term care effect and their care effect is present even after repeated washes.
- a first subject of the present invention is therefore a hair treatment composition containing in a cosmetic carrier
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 100
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 100
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- hair treatment agent is understood to mean an agent for treating human hair, which may, for example, be a shampoo, a conditioner, a care drop, a hair dye, a bleaching agent, a bleach, a gel or a care cream.
- the agents according to the invention contain the compound of the formula (I) essential to the invention in a cosmetic carrier, preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a cosmetic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a suitable aqueous, alcoholic or aqueous-alcoholic carrier for the purpose of hair treatment, such carriers are for example creams, emulsions, gels or surfactant-containing foaming solutions, such as shampoos, foam aerosols, foam formulations or other preparations which are suitable for use on the hair.
- a powdery or tablet-like formulation are examples of the agents according to the invention.
- aqueous-alcoholic solutions are to be understood as meaning aqueous solutions containing from 3 to 70% by weight of a C 1 -C 4 -alcohol, in particular ethanol or isopropanol.
- the compositions of the invention may additionally contain other organic solvents, such as methoxybutanol, benzyl alcohol, ethyl diglycol or 1, 2-propylene glycol. Preference is given to all water-soluble organic solvents.
- the aqueous carrier according to the invention contains at least 30 wt .-%, in particular at least 50 wt .-% water, based on the total weight of the agent. According to the invention, preference is given to aqueous carriers.
- Ingredient (a) of formula (I) essential to the invention is the Bunte salt of an amino acid, an oligopeptide or a peptide which is a compound of formula (I),
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 100
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 100 the radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- the radical R 1 can be either a hydrogen atom or a structural element of the formula (II)
- the structural element of the formula (II) is further characterized by the repetition index x, where x is an integer from 1 to 100.
- the repetition index x indicates how many structural elements of the formula (II) are contained in the compound of the formula (I).
- x is an integer from 1 to 50, more preferably x is an integer from 1 to 20, and most preferably x is an integer from 1 to 10.
- the compound of formula (I) contains 10 structural elements of formula (II).
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II). If the compounds of the formula (I) contain, for example, 10 structural units of the formula (II), these 10 structural units may be identical or different.
- the group R2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3 Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group.
- the compound of the formula (I) contains two structural units of the formula (II).
- each of the radicals R2 can be selected independently of the other radical R2.
- the independently selectable radicals R 2 are characterized in formula (I-b) by R 2 and R 2 '.
- the compound of the formula (I) contains three structural units of the formula (II). In this case, the linking of the structural units takes place as shown in formula (Ic).
- each of the radicals R2 can be selected independently of the other radical R2.
- the independently selectable radicals R 2 are characterized in formula (I-c) by R 2, R 2 'and R 2 ".
- the compound of the formula (I) contains four structural units of the formula (II). In this case, the linking of the structural units takes place as shown in formula (I-d).
- each of the radicals R2 can be selected independently of the other radicals R2.
- the independently selectable radicals R 2 are characterized in formula (I-d) by R 2, R 2 ', R 2 "and R 2'".
- each of the radicals R2 can be selected independently of the other radicals R2.
- the independently selectable radicals R 2 are characterized in formula (I-e) by R 2, R 2 ', R 2 ", R 2'" and R 2 "".
- each of the radicals R2 can be selected independently of the other radicals R2.
- the independently selectable radicals R 2 are characterized in formula (I-f) by R 2, R 2 ', R 2 ", R 2", R 2 "" and R 2' "".
- the structural element of the formula (II) is thus an amino acid which is peptidically linked via its amino and / or its acid function within the compound of the formula (I). If the amino acid is cysteine, it may also be in the form of a Bunte salt.
- the structural element of the formula (II) is based on the amino acid glycine.
- the structural element of the formula (II) is based on the amino acid alanine.
- R2 is an isopropyl group (i.e., a group (hC1 CH-))
- the structural element of formula (II) is based on the amino acid valine.
- R2 is a 2-methyl-propyl group (i.e., a group (H3C) 2CH-CH2-)
- the structural element of formula (II) is based on the amino acid leucine.
- R2 is a 1-methyl-propyl group (i.e., a group H3C-CH2-CH (CH3) -)
- the structural element of formula (II) is based on the amino acid isoleucine.
- R2 is benzyl (i.e., a group C6H5-CH2-), the structural element of formula (II) is based on the amino acid phenylalanine.
- R2 is a 4-hydroxybenzyl group (i.e., a group 4-OH-C6H5-CH2-), the structural element of formula (II) is based on the amino acid tyrosine.
- radical R2 is a hydroxymethyl group (i.e., a group HO-CH2-)
- structural element of formula (II) is based on the amino acid serine.
- R2 is a 1-hydroxyethyl group (i.e., a group H3C-CH (OH) -)
- the structural element of formula (II) is based on the amino acid threonine.
- R2 is a 4-aminobutyl group (i.e., a group H2N-CH2-CH2-CH2-CH2-), the structural element of formula (II) is based on the amino acid lysine.
- R2 is a 3-carbamimidamidopropyl group (i.e., a group H2N-C (NH) -NH-CH2-CH2-CH2-), the structural element of formula (II) is based on the amino acid arginine.
- R2 is a 2-carboxyethyl group (i.e., a group HOOC-CH2-CH2-)
- the structural element of formula (II) is based on the amino acid glutamic acid.
- the structural element of the formula (II) is based on the amino acid aspartic acid.
- R2 is a 2-carbamoylethyl group (i.e., a group H2N-C (O) -CH2-CH2-), the structural element of formula (II) is based on the amino acid glutamine.
- R2 is a carbamoylmethyl group (i.e., a group H2N-C (O) -CH2-), the structural element of formula (II) is based on the amino acid asparagine.
- R2 is a sulfanylmethyl group (i.e., a group HS-CH2-)
- the structural element of formula (II) is based on the amino acid cysteine.
- R2 is a 2- (methylsulfanyl) ethyl group (i.e., a group H3C-S-CH2-CH2-), the structural element of formula (II) is based on the amino acid methionine.
- radical R2 can also stand for a (sulfosulfanyl) methyl group, this is it is a colorful salt structure of the formula HO-S (02) -S-CH2-.
- the Bunte salt structure of the formula HO-S (O 2) - S-CH 2 - may also be present in its deprotonated form.
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2 and R2 independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group, 2- (methylsulfanyl) ethyl group, 1 H-imidazole 4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group, M1 is the moiety -OM2 or a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 2, R 2 'and R 2 "independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, 1-hydroxyethyl group, a Aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H-imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2, R2 ', R2 "and R2'” independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, 1-hydroxyethyl group a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2, R2 ', R2 ", R2'" and R2 "" independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group , 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (2-carboxyethyl) group, Methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl A group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl Group, a 1H-indole-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- R 2, R 2 ', R 2 ", R 2'", R 2 "" and R 2 '"independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4 Hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group , a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl A group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl Group, a 1H-indole-3-ylmethyl group or a (sulfosulfanyl) methyl group
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium
- M1 is the moiety -OM2 or a structural element of the formula (III)
- the structural element of the formula (III) is - exactly like the structural element of the formula (II) - characterized by the repetition index y, where y is an integer from 1 to 100.
- the repetition index y indicates how many structural elements of the formula (III) are contained in the compound of the formula (I).
- y is an integer from 1 to 50, more preferably y is an integer from 1 to 20, and most preferably y is an integer from 1 to 10.
- the compound of the formula (I) contains 10 structural units of the formula (III).
- radical R3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III). If the compounds of the formula (I) contain, for example, 10 structural units of the formula (III), these 10 structural units may be identical or different.
- the group R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group, 2- (methylsulfanyl) ethyl group, 1 H-imidazole 4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group.
- the structural element of the formula (III) is also an amino acid which is peptidic via its amino and / or its acid function within the compound of the formula (I) is linked. If the amino acid is cysteine, it may also be in the form of a Bunte salt.
- the compound of the formula (I) includes a structural element of the formula (III).
- the linking of the structural units takes place as shown in formula (I-1).
- each of the radicals R3 can be selected independently of the other radical R3.
- the independently selectable radicals R3 are characterized in formula (I-II) by R3 and R3 '.
- the compound of the formula (I) contains three structural units of the formula (III). In this case, the linking of the structural units takes place as shown in formula (I-III).
- each of the radicals R3 can be selected independently of the other radicals R3.
- the independently selectable radicals R3 are characterized in formula (I-III) by R3, R3 'and R3 ".
- each of the radicals R3 can be selected independently of the other radicals R3.
- the independently selectable radicals R3 are in formula (l-IV) by R3, R3 ', R3 "and R3'" characterized.
- each of the radicals R3 can be selected independently of the other radicals R3.
- the independently selectable radicals R3 are in formula (l-e) by R3, R3 ', R3 ", R3'" and R3 "" characterized.
- the compound of the formula (I) contains six structural units of the formula (II). In this case, the linking of the structural units takes place as shown in formula (I -V I).
- each of the radicals R3 can be selected independently of the other radicals R3.
- the independently selectable radicals R3 are in formula (I -V I) by R3, R3 ', R3 ", R3'", R3 "" and R3 '"".
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- Very particularly preferred embodiment of the invention is also a Hair treatment compositions containing in a cosmetic vehicle
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R 3 and R 3 ' are each independently hydrogen, methyl, isopropyl, 2-methylpropyl, 1-methyl-propyl, benzyl, 4-hydroxybenzyl, hydroxymethyl, 1-hydroxyethyl, 4-aminobutyl, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H- imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group, M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3, R3 'and R3 "independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4 Aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a Carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group .
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3, R3 ', R3 "and R3'” independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group A group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group , a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, A group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3, R3 ', R3 ", R3'” and R3 "" independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group , a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (Methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2- Methylpropyl group, 1-methyl-propyl group, benzyl group, 4-hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3, R3 ', R3 ", R3'", R3 "" and R3 '”" independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4 Hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group A group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- radical R3 stands for a methyl group
- structural element of the formula (II) is based on the amino acid alanine.
- R3 is an isopropyl group (i.e., a group (H3C) is 2CH-)
- the structural element of formula (II) is based on the amino acid valine.
- R3 is 2-methylpropyl (i.e., a group (H3C) 2CH-CH2-)
- the structural element of formula (II) is based on the amino acid leucine.
- R3 is a 1-methyl-propyl group (i.e., a group H3C-CH2-CH (CH3) -)
- the structural element of formula (II) is based on the amino acid isoleucine.
- R3 is a benzyl group (i.e., a group C6H5-CH2-)
- the structural element of formula (II) is based on the amino acid phenylalanine.
- R3 is a 4-hydroxybenzyl group (i.e., a group 4OH-C6H5-CH2-), the structural element of formula (II) is based on the amino acid tyrosine.
- R3 is a hydroxymethyl group (i.e., a group HO-CH 2 -)
- the structural element of formula (II) is based on the amino acid serine.
- R3 is a 1-hydroxyethyl group (i.e., a group H3C-CH (OH) -)
- the structural element of formula (II) is based on the amino acid threonine.
- R3 is a 4-aminobutyl group (i.e., a group H2N-CH2-CH2-CH2-CH2-), the structural element of formula (II) is based on the amino acid lysine.
- R3 is a 3-carbamimidamidopropyl group (ie, a group H2N-C (NH) -NH-) CH2-CH2-CH2-), the structural element of the formula (II) is based on the amino acid arginine.
- R3 is a 2-carboxyethyl group (ie a group HOOC-CH2-CH2-)
- the structural element of the formula (II) is based on the amino acid glutamic acid.
- the structural element of the formula (II) is based on the amino acid aspartic acid.
- R3 is a 2-carbamoylethyl group (i.e., a group H2N-C (O) -CH2-CH2-), the structural element of formula (II) is based on the amino acid glutamine.
- R3 is a carbamoylmethyl group (i.e., a group H2N-C (O) -CH2-), the structural element of formula (II) is based on the amino acid asparagine.
- R3 is a sulfanylmethyl group (i.e., a group HS-CH 2 -)
- the structural element of formula (II) is based on the amino acid cysteine.
- R3 is a 2- (methylsulfanyl) ethyl group (i.e., a group H3C-S-CH2-CH2-), the structural element of formula (II) is based on the amino acid methionine.
- radical R3 can also stand for a (sulfosulfanyl) methyl group, this is a Bunte salt structure of the formula HO-S (O 2) -S-CH 2 -.
- the Bunte salt structure of the formula HO-S (O 2) -S-CH 2 - may also be present in its deprotonated form.
- the radical M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NH4) + .
- a mono- or polyvalent cation in particular the cations of sodium and potassium (Na + or K + ) or also magnesium or calcium (1/2 Mg 2+ or Ca 2+) can be mentioned.
- M2 is a hydrogen atom
- the moiety -OM2 is the grouping -OH. If M2 stands for a sodium cation, then the grouping -OM2 is the grouping -ONa. If M2 stands for a potassium cation, then the grouping -OM2 is the grouping -OK. If M2 stands for an ammonium ion, then the grouping -OM2 is the grouping -0 (NH4).
- the compounds of the formula (I) according to the invention are either the Bunte salt of the amino acid cysteine, the Bunte salts of oligo-peptides or else the Bunte salts of peptides.
- the compound of formula (I) is the Bunte salt of the amino acid cysteine.
- the compound of formula (I) is the compound of formula (IA),
- the compound of formula (IA) is in the form of its free acid, it is 2-amino-3- (sulfosulfanyl) propanoic acid. This substance is commercially available.
- a hair treatment agent according to the invention, characterized in that it contains at least one compound of formula (I), wherein
- R1 is a hydrogen atom
- M1 stands for a grouping -OM2.
- the hair treatment composition according to the invention may also comprise a plurality of compounds of the formula (I) as a mixture of different oligopeptides. These oligopeptides are defined by their mean molecular weight.
- the average molecular weight M w of the at least one oligopeptide of the formula (I) can be determined, for example, by gel permeation chromatography (GPC) using polystyrene as an internal standard in accordance with DIN 55672-3.
- the molecular weight of the compound of the formula (I) used according to the invention may vary. It is particularly preferred according to the invention if the compound of the formula (I) is an oligopeptide which has a molecular weight M w of from 200 to 2,000 Da, preferably from 250 to 1,500 Da, preferably from 300 to 1,200 Da, in particular from 400 to 800 Da.
- oligopeptide in the context of the present invention is understood as meaning condensation products of amino acids which have the abovementioned molecular weights.
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I) having a molecular weight M w of from 200 to 2,000 Da (daltons), preferably from 250 to 1,500 Da, preferably from 300 to 1,200 Da, in particular from 400 to 800 Da.
- a mixture of oligomers is used in the hair treatment composition according to the invention, these mixtures can be defined by their average molecular weight.
- a preferred hair treatment agent according to the invention is characterized in that it contains at least one mixture of compounds of formula (I) having an average molecular weight M w of from 200 to 2,000 Da, preferably from 250 to 1,500 Da, preferably from 300 to 1,200 Da , in particular from 400 to 800 Da.
- the repair effect possessed by the compounds of the formula (I) also depends on the repetition indexes x and y. As described above, it is most preferred for x to be an integer from 1 to 10 and y to be an integer from 1 to 10.
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I), wherein
- R1 represents a structural element of the formula (II), and
- M1 stands for a structural element of the formula (III), and x stands for an integer from 1 to 10 and
- y is an integer from 1 to 10.
- the proportion of the Bunte salt units contained in the compound of the formula (I) also has a decisive influence on the effectiveness of the "repair effect" of the compounds.
- Compounds with at least one Bunte salt unit - as it is present for example in the compound of formula (Ia) - are very effective, especially when they are used as a monomeric compound. Oligopeptides having at least one Bunte salt unit are particularly effective when they have a low molecular weight of up to 1200, especially 800 daltons.
- the compound of the formula (I) has at least two, preferably at least three Bunte salt units.
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I), wherein
- R1 represents a structural element of the formula (II), and
- the radical R 2 in at least one structural element of the formula (II) is a (sulfosulfanyl) methyl group (ie a group HO-S (O 2 ) -S-CH 2 -).
- R 2 represents a (sulfosulfanyl) methyl group (ie a group HO-S (O 2) -S-CH 2 -) and M1 stands for the grouping -0M2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- one of the radicals of R2 and R2 ' represents a (sulfosulfanyl) methyl group (ie a group HO-S (O 2 ) -S-CH 2 -) and
- the other of the radicals of R2 and R2 ' represents a hydrogen atom, a methyl group, a Isopropyl group, 2-methylpropyl group, 1-methyl-propyl group, benzyl group, 4-hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl Group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indole-3-one ylmethyl group or a (sulfosulfanyl) methyl group, M1 represents the moiety -OM2 or a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl A group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl Group, a 1H-indole-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- R 2 'and R 2 "represents a (sulfosulfanyl) methyl group (ie a group HO-S (O 2 ) -S-CH 2 -) and
- R 2 'and R 2 "independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, Hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group, 2- (methylsulfanyl) ethyl Group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl A group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl Group, a 1 H-indole-3 ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2 ', R2 "and R2'” is a (Sulfosulfanyl) methyl group (ie a group HO-S (0 2) -S-CH2-) and
- R2, R2 ', R2 "and R2'” independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a Hydroxymethyl group, 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (Methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2, R2 ', R2 ", R2'” and R2 "' is a (Sulfosulfanyl) methyl group (ie a group HO-S (0 2) -S-CH2-) and
- R2, R2 ', R2 ", R2'" and R2 "" independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4 Hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group , a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III) (III) where
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2 ', R2 ", R2'", R2 '"andR2''' is a (Sulfosulfanyl) methyl group (ie a group HO-S (0 2) -S-CH2-) and
- R2 ', R2 ", R2'", R2 "" and R2 '"" independently of one another stand for a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl A group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl Group, a 1H-indole-3-ylmethyl group or a (sulfosulfanyl)
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I), wherein
- R1 represents a structural element of the formula (II), and
- x stands for an integer from 1 to 10 and
- the radical R 2 in at least one structural element of formula (II) is a 2-carboxyethyl group (i.e., a group HOOC-CH 2 -CH 2 -).
- a particularly preferred embodiment of the invention is a hair treatment composition containing in a cosmetic carrier (a) at least one compound of general formula (la ")
- R 2 represents a 2-carboxyethyl group (i.e., a group HOOC-CH 2 -CH 2 -), and
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2 and R2 ' represents a 2-carboxyethyl group (i.e., a group HOOC-CH2-CH2-) and
- R2 and R2 ' is hydrogen, methyl, isopropyl, 2-methylpropyl, 1-methyl-propyl, benzyl, 4-hydroxybenzyl, hydroxymethyl, 1-hydroxyethyl, 4- Aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group, M1 represents the moiety -OM2 or a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl A group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl Group, a 1H-indole-3-ylmethyl group or a (sulfosulfanyl) methyl group
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium
- R2 'and R2 "represents a 2-carboxyethyl group (i.e., a group HOOC-CH2-CH2-) and
- R 2 'and R 2 "independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, Hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group, 2- (methylsulfanyl) ethyl Group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2 ', R2 "and R2'” represents a 2-carboxyethyl group (i.e., a group HOOC-CH2-CH2-) and
- R2, R2 ', R2 "and R2'” independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a Hydroxymethyl group, 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (Methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R2 ', R2 ", R2'" and R2 "" represents a 2-carboxyethyl group (i.e., a group HOOC-CH2-CH2-) and
- R2, R2 ', R2 ", R2'" and R2 "" independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl Group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl ) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- R2 ', R2 ", R2" ⁇ R2 "" and R2' "" represents a 2-carboxyethyl group (i.e., a group HOOC-CH2-CH2-) and
- R 2 ', R 2 ", R 2'", R 2 "" and R 2 '"independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl- propyl group, benzyl group, 4-hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl Group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for the grouping -OM2 or for a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I), wherein M1 stands for a structural element of the formula (III), and
- the radical R3 in at least one structural element of the formula (III) is a (sulfosulfanyl) methyl group (ie a group HO-S (O 2 ) -S-CH 2 -).
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3 represents a (sulfosulfanyl) methyl group (ie, a group HO-S (O 2) -S-CH 2 -), and M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH 4) + .
- a very particularly preferred embodiment of the invention is also a hair treatment composition containing in a cosmetic carrier
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- one of the radicals from R3 and R3 ' represents a (sulfosulfanyl) methyl group (ie a group HO-S (O 2 ) -S-CH 2 -), and
- the other radicals of R3 and R3 'independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl A group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl ) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3, R3 'and R3 "represents a (sulfosulfanyl) methyl group (ie a Group HO-S (O 2 ) -S-CH 2 -), and
- R 3 'and R 3 "independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1- Hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group, 2- (methylsulfanyl) ethyl Group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H- imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3, R3 ', R3 "and R3'” independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group , a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (Methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- one of the radicals from R3, R3 ', R3 ", R3"' and R3 “” is methyl group for a (Sulfosulfanyl) (ie a group HO-S (0 2) -S-CH2-), and
- radicals R3, R3 ', R3 ", R3'" and R3 "" independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a Hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group , a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R 3 ', R 3 ", R 3'", R 3 "" and R 3 '"" represents a (sulfosulfanyl) methyl group (ie a group HO-S (O 2 ) -S-CH 2 -) , and
- R3, R3 ', R3 ", R3'", R3 "" and R3 '”" independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl Group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I), wherein
- R1 represents a structural element of the formula (II), and
- x is an integer of at least 3 and
- the radical R 2 in at least 3 structural units of the formula (II) represents a 2-carboxyethyl group (ie a group HOOC-CH 2 -CH 2 -).
- a very particularly preferred embodiment of the invention is also a hair treatment composition containing in a cosmetic carrier
- R1 represents a structural element of the formula (II)
- x is an integer from 3 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- radical R 2 in at least 3 structural units of formula (II) is a 2-carboxyethyl group (i.e., a group HOOC-CH 2 -CH 2 -) and
- R2 in the remaining structural elements of the formula (II) represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl, 3-carbamimidamidopropyl, 2-carboxyethyl, carboxymethyl, 2-carbamoylethyl, carbamoylmethyl, sulfanylmethyl, 2- (methylsulfanyl) ethyl, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for a structural element of the formula (III) (III) where
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methyl-propyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I), wherein
- M1 stands for a structural element of the formula (III)
- y is an integer of at least 1 to 10 and
- the radical R3 in at least one structural element of formula (III) represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH2-CH2-).
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3 represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH2-CH2-), and
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R3 and R3 ' represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH2-CH2-), and
- the other radicals of R3 and R3 'independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group , a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group
- M2 represents a hydrogen atom, one equivalent of a monovalent
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R 3 'and R 3 represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH 2 -CH 2 -), and
- R3, R3 'and R3 "independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, benzyl group, 4-hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl Group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl ) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group , a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group Group, a 1 H indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R 3 represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH 2 -CH 2 -), and
- R3, R3 ', R3 "and R3'” independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group , a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (Methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl)
- R 3 ', R 3 ", R 3'" and R 3 "" represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH 2 -CH 2 -), and
- radicals R3, R3 ', R3 ", R3'" and R3 "" independently of one another represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a Hydroxybenzyl group, hydroxymethyl group, 1-hydroxyethyl group, 4-aminobutyl group, 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group , a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- R 3 ', R 3 ", R 3'", R 3 "" and R 3 '"" represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH 2 -CH 2 -), and
- R3, R3 ', R3 ", R3'", R3 "" and R3 '”" independently represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl Group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazol-4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation, or an ammonium ion (NH4) + .
- a hair treatment composition according to the invention is characterized in that it contains at least one compound of formula (I), wherein
- M1 stands for a structural element of the formula (III)
- y is an integer of at least 3 and
- the radical R3 in at least 3 structural units of the formula (III) is a 2-carboxyethyl group.
- R1 represents a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl Group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazole-4 ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for a structural element of the formula (III)
- y is an integer from 3 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- the group R3 in at least three structural units of the formula (III) represents a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH2-CH2-), and
- the radical R3 in the remaining structural elements of the formula (III) represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group , a 4-aminobutyl group, a 3-carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl, A group, a 1 H -imidazol-4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- a very particularly preferred embodiment of the invention is also a hair treatment composition containing in a cosmetic carrier
- R1 represents a structural element of the formula (II)
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- one of the radicals R 2 is a 2-methylpropyl group
- radicals R2 is an isopropyl group
- R2 is a 1-methyl-propyl group (i.e., a group H3C-CH2-CH (CH3) -) and
- radicals R 2 are a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH 2 -CH 2 -) and
- one of the radicals R2 is a 4-hydroxybenzyl group (i.e., a group 4-OH-C6H5-CH2-)
- R 2 represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3 Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole group 4-ylmethyl group, a 1H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group, M1 is the moiety -OM2 or a structural element of the formula (III)
- y is an integer from 1 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- R 3 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl A group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1 H -imidazol-4-ylmethyl Group, a 1H-indole-3-ylmethyl group or a (sulfosulfanyl) methyl group
- M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium
- a very particularly preferred embodiment of the invention is also a hair treatment composition containing in a cosmetic carrier
- R 1 represents a hydrogen atom or a structural element of the formula (II)
- x is an integer from 1 to 10
- radical R 2 in each of the structural elements of the formula (II) can each be selected independently of the preceding structural element of the formula (II),
- R 2 represents a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methylpropyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3 Carbamimidamidopropyl group, a 2-carboxyethyl group, a carboxymethyl group, a 2-carbamoylethyl group, a carbamoylmethyl group, a sulfanylmethyl group, a 2- (methylsulfanyl) ethyl group, a 1H-imidazole-4 -ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group,
- M1 stands for a structural element of the formula (III)
- y is an integer from 8 to 10
- radical R 3 in each of the structural elements of the formula (III) can each be selected independently of the preceding structural element of the formula (III),
- One of the radicals R3 is a 2-methylpropyl group
- radicals R3 is an isopropyl group
- R 3 is a 1-methyl-propyl group (i.e., a group H 3 C-CH 2 -CH (CH 3) -) and
- R 3 represent a 2-carboxyethyl group (i.e., a group (i.e., a group HOOC-CH 2 -CH 2 -) and
- one of the radicals R3 is a 4-hydroxybenzyl group (i.e., a group 4-OH-C6H5-CH2-)
- the further radicals R3 represent a hydrogen atom, a methyl group, an isopropyl group, a 2-methylpropyl group, a 1-methyl-propyl group, a benzyl group, a 4-hydroxybenzyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 4-aminobutyl group, a 3-carbamimidamidopropyl group, 2-carboxyethyl group, carboxymethyl group, 2-carbamoylethyl group, carbamoylmethyl group, sulfanylmethyl group, 2- (methylsulfanyl) ethyl group, 1 H-imidazole 4-ylmethyl group, a 1 H-indol-3-ylmethyl group or a (sulfosulfanyl) methyl group, M2 represents a hydrogen atom, one equivalent of a monovalent or polyvalent cation or an ammonium ion (NhU) *.
- the compounds of the formula (I) can be used in a total amount of from 0.0001 to 10% by weight, based on the total weight of the hair treatment agent. Surprisingly, however, it has been found that the compound (s) of the formula (I) can already bring about a very good reduction of hair damage in low use concentrations. This is especially advantageous if the hair treatment compositions according to the invention are to be added as an additive (for example as a care drop or as a care cream) to an already existing product.
- the hair treatment agent according to the invention further preferred one or more compounds of formula (I) in a total amount of 0.001 to 10.0 wt .-%, preferably from 0.01 to 2.5 wt .-% from 0.05 to 1, 0 wt .-% and particularly preferably from 0.05 to 0.3 wt .-%.
- a hair treatment agent according to the invention is characterized in that it contains one or more compounds of the formula (I) in a total amount of from 0.0001 to 10.0% by weight, preferably from 0.001 to 10.0% by weight. %, more preferably from 0.01 to 2.5 wt .-%, still more preferably from 0.05 to 1, 0 wt .-% and particularly preferably from 0.05 to 0.3 wt .-%.
- the hair treatment composition according to the invention can be used in a wide variety of application forms, for example as a shampoo, conditioner, care additive, gel or as aerosol.
- the compounds of formula (I) are particularly well suited when used in an oxidative hair treatment agent, i. for example, in an oxidative coloring agent or a bleaching or bleaching agent.
- Oxidative hair treatment agents are characterized by the presence of at least one oxidizing agent.
- the oxidizing agent is preferably hydrogen peroxide and / or one of its solid addition products of organic or inorganic compounds, such as urea, melamine and sodium borate. Most preferably, the oxidizing agent is hydrogen peroxide.
- a hair treatment agent according to the invention is characterized in that it additionally
- (B) additionally contains hydrogen peroxide as the oxidizing agent.
- the amount of oxidizing agent in the hair treatment agent according to the invention is preferably from 0.5 to 12% by weight, preferably from 2 to 10% by weight, more preferably from 3 to 6% by weight (calculated as 100% strength H 2 O 2), in each case based on the ready-to-use Medium.
- oxide azo dye precursors are so-called developer components and coupler components.
- the developer components form under the influence of oxidizing agents or of atmospheric oxygen with one another or with coupling with one or more coupler components, the actual dyes.
- a hair treatment agent according to the invention is characterized in that it
- (c) contains at least one oxidation dye precursor.
- Preferred further developer components are selected from p-phenylenediamine, p-toluenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, 2- (1, 2-dihydroxyethyl) -p-phenylenediamine, N, N-bis (2 - hydroxyethyl) -p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N- (4-amino-3-methylphenyl) - N- [3- (1 H -imidazol-1-yl) propyl] amine, N, N 'Bis (2-hydroxyethyl) -N, N'-bis (4-aminophenyl) -1, 3-diamino-propan-2-ol, bis (2-hydroxy-5-aminophenyl) methane, 1, 3-bis (2,5-diaminophenoxy) -propane
- Particularly preferred additional developer components are p-toluenediamine, 2- (2-hydroxyethyl) -p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H - Imidazol-1 -yl) propyl] amine and / or 4,5-diamino-1- (2-hydroxyethyl) pyrazole and their physiologically acceptable salts.
- Preferred couplers may be selected from the group of 3-aminophenol, 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 5-amino-4-chloro-2 methylphenol, 5- (2-hydroxyethyl) amino-2-methylphenol, 2,4-dichloro-3-aminophenol, 2-aminophenol, 3-phenylenediamine, 2- (2,4-diaminophenoxy) ethanol, 1, 3 Bis (2,4-diaminophenoxy) propane, 1-methoxy-2-amino-4- (2-hydroxyethylamino) benzene, 1, 3-bis (2,4-diaminophenyl) propane, 2,6-bis (2 '-hydroxyethylamino) -1-methylbenzene, 2 - ( ⁇ 3 - [(2-hydroxyethyl) amino] -4-methoxy-5-methylphenyl ⁇ amino) ethanol, 2 - ( ⁇ 3
- Hair treatment agent characterized in that it additionally
- (B) contains as oxidizing agent at least one compound selected from the group consisting of ammonium peroxodisulfate, potassium peroxodisulfate and / or sodium peroxodisulfate.
- a hair treatment agent according to the invention is characterized in that it
- (b2) contains at least one compound from the group consisting of ammonium peroxodisulfate, potassium peroxodisulfate and / or sodium peroxodisulfate.
- Potassium peroxodisulfate is alternatively referred to as potassium persulfate and has the empirical formula K2S2O8.
- Ammonium peroxodisulfate is alternatively referred to as ammonium persulfate and has the empirical formula (NH4) 2S20s.
- Sodium peroxodisulfate is alternatively referred to as sodium persulfate and has the empirical formula Na2S20s.
- the reduction in hair damage was particularly severe when the hair treatment agent contained the oxidizing agent (s) (b) in an 8 to 20-fold excess of (a) the compound of formula (I).
- a hair treatment composition according to the invention is characterized in that it comprises (a) the compound (s) of the formula (I) and (b) the oxidizing agent (s) in a weight ratio (a) / (b) of 1: 20, preferably from 1:15, more preferably from 1:10 and most preferably from 1: 8.
- the basis of calculation for the weight ratio (a) / (b) is the total of all average-containing compounds (a) of the formula (I) relative to the total weight of all the oxidant (b) present in the composition (hydrogen peroxide, ammonium peroxodisulfate, potassium peroxodisulfate and sodium peroxodisulfate) is set.
- the oxidative hair treatment agent according to the invention which, in addition to (a) the compounds of the formula (I) also contains one or more (b) oxidizing agents, is made available to the consumer in the form of a kit (a multi-component packaging unit).
- a kit a multi-component packaging unit.
- the compounds of the formula (I) and (b) the or the oxdializing agent are mixed together only shortly before use.
- the kit according to the invention therefore preferably comprises at least two preparations prepared separately from one another.
- Another object of the present invention is a kit for the oxidative dyeing and / or lightening of hair, comprising at least two separately formulated preparations (A) and (B), wherein
- the preparation (A) is an agent containing at least one compound of the formula (I) as disclosed in the description of the first subject of the invention,
- the preparation (B) is an oxidizing agent preparation containing at least one oxidizing agent selected from the group consisting of ammonium peroxodisulfate, potassium peroxodisulfate and sodium peroxodisulfate.
- Another object of the present invention is a kit for the oxidative dyeing and / or lightening of hair, comprising at least two separately formulated preparations (A) and (B), wherein
- the preparation (A) is an agent containing at least one compound of the formula (I), such as it is disclosed in the description of the first subject of the invention,
- the preparation (B) is an oxidizer preparation containing hydrogen peroxide.
- the preparations (A) and (B) can be mixed together in a weight ratio of 1:10 to 10: 1. It is particularly advantageous with regard to an optimal lightening or coloring, if the preparations (A) and (B) in a quantitative ratio (A) / (B) of 3: 1 to 1: 3, preferably from 2: 1 to 1 : 2 and more preferably from 1, 5: 1 to 1: 1, 5 are mixed.
- a kit according to the invention is characterized in that it comprises at least three separately prepared preparations (A) and (B1) and (B2), wherein
- the preparation (A) is an agent containing at least one compound of formula (I)
- the preparation (B1) is an oxidizing agent preparation containing hydrogen peroxide.
- the preparation (B2) is an oxidizing agent preparation containing at least one oxidizing agent selected from the group consisting of ammonium peroxodisulfate, potassium peroxodisulfate and sodium peroxodisulfate.
- hair treatment compositions according to the invention or the preparations (A), (B) (or (B1) and (B2)) according to the invention may in each case also contain further active ingredients, ingredients and additives.
- compositions of the invention may additionally contain other organic solvents, such as methoxybutanol, ethyl diglycol, 1, 2-propylene glycol, n-propanol, n-butanol, n-butylene glycol, glycerol, diethylene glycol monoethyl ether, and diethylene glycol mono-n-butyl ether.
- organic solvents such as methoxybutanol, ethyl diglycol, 1, 2-propylene glycol, n-propanol, n-butanol, n-butylene glycol, glycerol, diethylene glycol monoethyl ether, and diethylene glycol mono-n-butyl ether.
- the cosmetic agents according to the invention may additionally contain at least one further conditioning substance selected from the group of cationic polymers, cationic Surfactants, silicones, fatty substances and mixtures thereof.
- conditioning substances is to be understood as meaning substances which are absorbed by keratinic materials, in particular the hair, and improve the physical and sensory properties of both the hair and the product as such.Conditioning agents smooth the uppermost layer of hair and hair make them soft and supple.
- Preferred cationic polymers are selected from the group of poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37), quaternized cellulose derivatives (INCI: Polyquaternium 10), cationic alkylpolyglycosides, cationized honey, cationic guar derivatives, polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid, copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate, vinylpyrrolidone-vinylimidazolium methochloride copolymers, quaternized polyvinyl alcohol, Polyquaternium 2, Polyquaternium-7, Polyquaternium 17, Polyquaternium 18, Polyquaternium 24, Polyquaternium 27 and mixtures thereof.
- the cationic polymer (s) may be present in a total amount of from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, preferably from 0.2 to 3.5 wt .-%, in particular from 0.25 to 2.5 wt .-%, based on the total weight of the cosmetic composition used in the invention are included.
- cationic surfactants from the group of the quaternary ammonium compounds and / or the esterquats and / or the amidoamines are also suitable as conditioning substances.
- Preferred cationic surfactants are selected from the group of alkyltrimethylammonium chlorides having preferably 10 to 18 carbon atoms in the alkyl radical, dialkyldimethylammonium chlorides having preferably 10 to 18 carbon atoms in the alkyl radical, trialkylmethylammonium chlorides having preferably 10 to 18 carbon atoms in the alkyl radical, cetyltrimethylammonium chloride, Stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride, tricetylmethylammonium chloride, quaternium-27, quaternium-83, N-methyl-N (2-hydroxyethyl) -N, N- (ditalgacyloxyethyl) ammonium methosulfate, N-methyl-N (2- hydroxyethyl) -N, N- (distearoyloxye
- the cationic surfactant (s) are preferably present in the cosmetic compositions used according to the invention in a total amount of from 0.5 to 50% by weight, preferably from 1 to 40% by weight, particularly preferably from 1, 5 to 30 wt .-%, in particular from 2 to 20 wt .-%, based on the total weight of the cosmetic composition containing.
- Agents suitable according to the invention are characterized in that the agent additionally contains at least one anionic surfactant.
- Preferred anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids having 10 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
- Agents suitable according to the invention are characterized in that the agent additionally contains at least one zwitterionic surfactant.
- Preferred zwitterionic surfactants are betaines, N-alkyl- ⁇ , ⁇ -dimethylammonium glycinates, N-acyl-aminopropyl-N, N-dimethylammoniumglycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazoline.
- a preferred zwitterionic surfactant is known by the INCI name Cocamidopropyl Betaine.
- Agents suitable according to the invention are characterized in that the agent additionally contains at least one amphoteric surfactant.
- Preferred amphoteric surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids.
- Particularly preferred amphoteric surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12 -C 18 -acylsarcosine.
- the agents contain other, nonionic surfactants.
- Preferred nonionic surfactants are alkyl polyglycosides and alkylene oxide adducts of fatty alcohols and fatty acids with in each case 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations having excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.
- the nonionic, zwitterionic or amphoteric surfactants are used in proportions of from 0.1 to 45% by weight, preferably from 1 to 30% by weight and very particularly preferably from 1 to 15% by weight, based on the total amount of ready-to-use agents.
- compositions of the invention may also contain at least one thickener.
- thickeners there are no fundamental restrictions. Both organic and purely inorganic thickening agents can be used. Suitable thickeners are anionic, synthetic polymers, cationic, synthetic polymers, naturally occurring thickeners, such as nonionic guar gums, scleroglucan gums or xanthan gums, gum arabic, ghatti gum, karaya gum, tragacanth gum, carrageenan gum, agar agar, Locust bean gum, pectins, alginates, starch fractions and derivatives such as amylose, amylopectin and dextrins, as well as cellulose derivatives such as methylcellulose, carboxyalkylcelluloses and hydroxyalkylcelluloses, nonionic fully synthetic polymers such as polyvinyl alcohol or polyvinylpyrrolidinone; and inorganic thickening agents, in particular phyllosilicates such as be
- the agents according to the invention in particular if they additionally contain hydrogen peroxide, contain at least one stabilizer or complexing agent.
- Particularly preferred stabilizers are phenacetin, alkali benzoates (sodium benzoate) and salicylic acid.
- all complexing agents of the prior art can be used.
- Preferred complexing agents according to the invention are nitrogen-containing polycarboxylic acids, in particular EDTA and EDDS, and phosphonates, in particular 1-hydroxyethane-1, 1-diphosphonate (HEDP) and / or ethylenediamine tetramethylenephosphonate (EDTMP) and / or diethylenetriaminepentamethylenephosphonate (DTPMP) or their sodium salts.
- the agents according to the invention may contain further active ingredients, auxiliaries and additives, for example nonionic polymers such as, for example, vinylpyrrolidinone / vinyl acrylate copolymers, polyvinylpyrrolidinone, vinylpyrrolidinone / vinyl acetate copolymers, polyethylene glycols and polysiloxanes; additional silicones, such as volatile or nonvolatile, straight-chain, branched or cyclic, crosslinked or uncrosslinked polyalkylsiloxanes (such as dimethicones or cyclomethicones), polyarylsiloxanes and / or polyalkylarylsiloxanes, in particular polysiloxanes with organofunctional groups, such as substituted or unsubstituted amines (amodimethicones), carboxyl, Alkoxy and / or hydroxyl groups (dimethicone copolyols), linear polysiloxane (A) polyoxyalkylene (B) block copo
- the choice of these other substances will be made by those skilled in the art according to the desired properties of the agents.
- additional active ingredients and auxiliaries are preferably used in the agents according to the invention in amounts of from 0.0001 to 25% by weight, in particular from 0.0005 to 15% by weight, based in each case on the total weight of the dyeing preparation (A) and / or the oxidizing agent preparation (B) used.
- kits described above can be used in a process for oxidative dyeing and / or lightening of the hair.
- Very particularly preferred is a process which comprises the following steps:
- Another object of the present invention is a method for the oxidative dyeing and / or lightening of hair, comprising the following steps
- preparation (A) is an agent containing at least one compound of the formula (I) as disclosed in the description of the first subject of the invention
- the preparation (B) is an oxidizing agent preparation which contains at least one oxidizing agent selected from the group consisting of hydrogen peroxide, ammonium peroxodisulfate, potassium peroxodisulfate and sodium peroxodisulfate,
- step (1) followed by step (2) followed by step (3).
- Another particularly preferred method is characterized in that the steps are performed in the following order: step (2) followed by step (1) followed by step (3)
- preparation (A) and the preparation (B) are mixed together before application to the hair. If the preparation (A) and the preparation (B) are mixed together before being applied to the hair, steps (1) and (2) are carried out simultaneously.
- R1 formula (II)
- M1 formula (III)
- M2 hydrogen, average molecular weight 400-800 daltons
- Citric acid (anhydrous) 0,5 0,5 0,5
- Disodium pyrophosphate 0.05 0.05 0.05 0.05 0.05
- Aculyn 33 (acrylate copolymer) 12.0 12.0 12.0 12.0 Hydrogen peroxide ad 100 ad 100 ad 100 ad 100 ad 100
- Disodium pyrophosphate 0.05 0.05 0.05 0.05 0.05
- Aculyn 33 (acrylate copolymer) 12.0 12.0 12.0 12.0
- Dehyquart F75 (INCI name: Distearoylethyl
- Dehyquart F75 (INCI name: Distearoylethyl
- Hair strands (Kerling dark brown) were treated according to the following procedures.
- the pretreatment agents were each applied to strands of hair (4 g pre-treatment agent per g of hair strand) and left there for 5 minutes at room temperature. Thereafter, the strands of hair were washed with water and dried in a hand-warm air stream.
- the bleaching powder (BP) was in each case mixed with the hydrogen peroxide preparation (OX) in a ratio of 1: 2 (1 part BP to 2 parts OX).
- This ready-for-use Blondierstoff was applied to the hair strands and left there for 30 minutes at room temperature. Thereafter, the strands of hair were washed with water and dried in a hand-warm air stream.
- the aftertreatment agents were each applied to strands of hair (4 g pre-treatment agent per g strand of hair) and left there for 5 minutes at room temperature. Thereafter, the strands of hair were washed with water and dried in a hand-warm air stream.
- the bleaching powder (BP) was in each case mixed with the hydrogen peroxide preparation (OX) and the maintenance drop (PT) in the quantitative ratio 1: 2: 0.5 (2 parts BP to 4 parts OX to one part PT).
- This ready-for-use Blondierstoff was applied to the hair strands and left there for 30 minutes at room temperature. Thereafter, the strands of hair were washed with water and dried in a hand-warm air stream.
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Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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DE102015215580 | 2015-08-14 | ||
DE102015222147.4A DE102015222147A1 (de) | 2015-08-14 | 2015-11-11 | "Bunte-Salze von Aminosäuren und Oligopeptiden als schützende Inhaltsstoffe in Haarbehandlungs-mitteln" |
PCT/EP2016/068362 WO2017029107A1 (de) | 2015-08-14 | 2016-08-02 | Bunte-salze von aminosäuren und oligopeptiden als schützende inhaltsstoffe in haarbehandlungsmitteln |
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EP3334407A1 true EP3334407A1 (de) | 2018-06-20 |
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EP16745474.3A Ceased EP3334407A1 (de) | 2015-08-14 | 2016-08-02 | Bunte-salze von aminosäuren und oligopeptiden als schützende inhaltsstoffe in haarbehandlungsmitteln |
Country Status (4)
Country | Link |
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US (1) | US10420717B2 (de) |
EP (1) | EP3334407A1 (de) |
DE (1) | DE102015222147A1 (de) |
WO (1) | WO2017029107A1 (de) |
Families Citing this family (1)
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DE102016216761A1 (de) * | 2016-09-05 | 2018-03-08 | Henkel Ag & Co. Kgaa | Permanente Haarverformungsmittel mit Bunte-Salzen von Aminosäuren und Oligopeptiden |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
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FR2521571B1 (fr) | 1982-02-17 | 1986-07-18 | Oreal | Polymere keratinique a residus s-sulfocysteine, son procede de preparation et composition de traitement correspondante |
JP2006273782A (ja) * | 2005-03-30 | 2006-10-12 | Croda Japan Kk | 毛髪処理用組成物 |
DE102012222286A1 (de) * | 2012-12-05 | 2013-09-05 | Henkel Ag & Co. Kgaa | Haarfärbe- und/oder Haarverformungsmittel mit Carboxymethylcysteinsalzen |
-
2015
- 2015-11-11 DE DE102015222147.4A patent/DE102015222147A1/de not_active Withdrawn
-
2016
- 2016-08-02 EP EP16745474.3A patent/EP3334407A1/de not_active Ceased
- 2016-08-02 WO PCT/EP2016/068362 patent/WO2017029107A1/de active Application Filing
- 2016-08-02 US US15/752,462 patent/US10420717B2/en active Active
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US10420717B2 (en) | 2019-09-24 |
US20190008740A1 (en) | 2019-01-10 |
DE102015222147A1 (de) | 2017-02-16 |
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