CN117615746A - Dye set - Google Patents

Dye set Download PDF

Info

Publication number
CN117615746A
CN117615746A CN202180100134.9A CN202180100134A CN117615746A CN 117615746 A CN117615746 A CN 117615746A CN 202180100134 A CN202180100134 A CN 202180100134A CN 117615746 A CN117615746 A CN 117615746A
Authority
CN
China
Prior art keywords
alkyl
dye
pyrazolidine
composition
substituted
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.)
Pending
Application number
CN202180100134.9A
Other languages
Chinese (zh)
Inventor
张菲宇
A·法德利
刘志兵
A·拉哈耶
马靖淼
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Publication of CN117615746A publication Critical patent/CN117615746A/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • 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

Landscapes

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

Abstract

The present invention relates to a dye set comprising: a) A pyrazolidine-3, 5-dione compound of formula (1): wherein R is 1 And R is 2 Each independently is H, hydroxy, unsubstituted or substituted C1-C30 alkyl, unsubstituted or substituted C2-C30 alkenyl, cycloalkyl, a heterocyclic group or alkoxy, such as C1-C10 alkyl or halogen substituted C1-C10 alkyl, preferably C1-C6 alkyl or halogen substituted C1-C6 alkyl, C3-C10 alkenyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, or C3-C10 epoxyalkyl; and R is 3 Is H, or unsubstituted or halogen substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 heterocyclic group, or C3-C10 alkoxy, such as C1-C6 alkyl or C1-C4 alkyl, preferably H, wherein the halogen is preferably F, cl or Br.

Description

Dye set
Technical Field
The present invention relates to dye sets for dyeing, in particular for dyeing keratin fibres, in particular human keratin fibres such as the hair.
Background
Dyes are widely used in various applications and fields, such as printing, paper, textiles, cosmetics, medical science, paints, etc. In many cases, rapid staining may be desirable. However, in other cases, slow staining may be desirable. In particular, slow staining can result in a "revocable" effect of staining, allowing for some undesired staining to be altered or eliminated.
For example, many people have long tried to change the color of their hair, and especially dye it, in order to mask their grey hair, for example. The dyeing product may comprise both at least one oxidation dye and at least one oxidizing agent. For better use, the oxidative dye and the oxidizing agent may be placed separately in a multi-compartment package and mixed together just prior to use.
Consumers want to dye only the target area with dye. However, in many cases, such as when dyeing hair, other areas may be undesirably dyed (stained), such as hands, face, ears, etc. Consumers must be more careful to avoid unwanted areas and have been seeking to help them remedy the unwanted dyed products.
Summary of The Invention
The inventors have now found that the use of specific retarders in dye compositions can result in compositions which overcome the above-mentioned disadvantages, in particular reduce or even substantially avoid undesired staining of non-target sites by the dye.
One subject of the invention is thus a dye set comprising:
a) A pyrazolidine-3, 5-dione compound of formula (1):
wherein R is 1 And R is 2 Each independently is H, hydroxy, unsubstituted or substituted C1-C30 alkyl, unsubstituted or substituted C2-C30 alkenyl, cycloalkyl, unsaturated heterocyclyl, heterocyclyl or epoxyalkyl such as C1-C10 alkyl or halogen substituted C1-C10 alkyl, preferably C1-C6 alkyl or halogen substituted C1-C6 alkyl, C3-C10 alkenyl, C3-C10 cycloalkyl, C3-C10 unsaturated heterocyclyl, C3-C10 heterocycloalkyl, or C3-C10 alkoxy; and R is 3 Is H, or unsubstituted or halogen substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, or C3-C10 alkoxy, such as C1-C6 alkyl or C1-C4 alkyl, preferably H, wherein halogen is preferably F, cl or Br; and
b) Dyeing composition b).
Optionally, the pyrazolidine-3, 5-dione compound of formula (1) is placed together with the dyeing composition B) or in a separate chamber from the dyeing composition B).
Dyeing composition b) may be any conventional dyeing composition used for dyeing of various applications such as printing, paper, textiles, cosmetics, medical science, paint, etc.
According to one embodiment of the invention, in particular for cosmetics, for example for dyeing hair, the dyeing composition B) may in turn comprise:
i) A colorant composition I), comprising:
i) At least one oxidation dye; and
II) a developer composition II) comprising:
ii) at least one color developer.
Optionally, a pyrazolidine-3, 5-dione compound of formula (1) is placed in composition I).
The present invention thus provides the use of a pyrazolidine-3, 5-dione compound of formula (1) as a retarder for slowing down the reaction of a dye or an intermediate thereof.
The invention also provides the use of pyrazolidine-3, 5-dione compounds of formula (1) for reducing dye stains.
The invention also provides the use of a composition for reducing dye stains, wherein the composition comprises a pyrazolidine-3, 5-dione compound of formula (1).
The invention also relates to a process for dyeing, for example, keratin fibres, in particular human keratin fibres such as the hair, using the dyeing composition B) according to the invention.
The invention also relates to a method for reducing staining of dyed, for example dyed, keratin fibres such as the hair, using the dyeing composition B) according to the invention.
The invention also relates to a method for slowing down the reaction of a dye or an intermediate thereof, characterized in that a pyrazolidine-3, 5-dione compound of formula (1) is mixed with the dye. Preferably, the pyrazolidine-3, 5-dione compound of formula (1) is mixed with the dye before the dye is applied, or the pyrazolidine-3, 5-dione compound of formula (1) is applied to a location where the dye has been applied for less than 10 minutes, less than 5 minutes, or less than 3 minutes.
Brief description of the drawings
Figure 1 shows the non-staining properties of the mixture according to example 3.
Embodiments of the invention
Throughout the specification (including the claims) the term "comprising" is to be understood as synonymous with "comprising at least one" unless otherwise mentioned. Furthermore, the expression "at least one" as used in the present specification is equivalent to the expression "one or more".
Embodiments defined by "comprising" and the like throughout the specification (including the claims) should be understood to encompass preferred embodiments defined by "consisting essentially of …" and preferred embodiments defined by "consisting of …".
Throughout the specification (including the claims) a "keratin fibre" according to the invention is hair, eyelashes, eyebrows or body hair. Preferably, the keratin fibres according to the invention are hair.
In this application, unless explicitly mentioned otherwise, amounts, parts and percentages are expressed on a weight basis.
Throughout the specification (including the claims) the term "retarder" refers to an agent capable of slowing down the reaction of a dye or an intermediate thereof, such as with a color-developer, for example an oxidation reaction between them.
According to the present invention, "reduced staining" refers to reducing staining that occurs in undesirable areas (e.g., hands, face, scalp, ears, rinse water, towels, floors, etc.). Preferably, the effect lasts at least 5 minutes, more particularly 10 minutes, or preferably 15 minutes, or 20 minutes after dyeing.
One subject of the present invention is a dye set comprising the following components:
a) A pyrazolidine-3, 5-dione compound of formula (1):
wherein R is 1 And R is 2 Each independently is H, hydroxy, unsubstituted or substituted C1-C30 alkyl, unsubstituted or substituted C2-C30 alkenyl, cycloalkyl, unsaturated heterocyclyl, heterocyclyl or alkoxy, such as C1-C10 alkyl or halogen substituted C1-C10 alkyl, preferably C1-C6 alkyl or halogen substituted C1-C6 alkyl, C3-C10 alkenyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, or C3-C10 epoxyalkyl; and R is 3 Is H, or unsubstituted or halogen substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 unsaturated heterocyclic group, C3-C10 heterocycloalkyl, or C3-C10 alkoxy, such as C1-C6 alkyl or C1-C4 alkyl, preferably H, wherein halogen is preferably F, cl or Br.
Preferably, the present invention provides a dye set comprising the following components:
A) Pyrazolidine-3, 5-dione compounds of formula (1) according to the invention; and
b) Dyeing composition b).
Preferably, the present invention provides a dye set comprising the following components:
a) Pyrazolidine-3, 5-dione compounds of formula (1) according to the invention; and
b) Dyeing composition B), comprising:
i) A colorant composition I) comprising
i) At least one oxidation dye; and
II) a developer composition II) comprising the following components:
ii) at least one oxidizing agent.
The dye set of the invention is intended for a process for dyeing keratin fibres.
The subject of the invention is thus a process for dyeing keratin fibres, which consists in mixing, immediately before use, the colorant composition I) of the dyeing composition B) with the composition II) to obtain a dye mixture, optionally adding to the dye mixture a pyrazolidine-3, 5-dione compound of formula (1), and in applying to the keratin fibres the dye set of the invention.
In a variant embodiment according to the invention, the pyrazolidine-3, 5-dione compound of formula (1) can be added directly to the colorant composition I).
Other features and advantages of the present invention will become more apparent upon reading the following specification and examples.
Except in the operating examples, or where otherwise indicated, all numbers expressing amounts of ingredients and/or reaction conditions are to be understood as being modified in all instances by the term "about," which has a meaning conventionally known in the art, such as within 10% of the indicated number (e.g., "about 10%" means 9% -11%, "about 2%" means 1.8% -2.2%).
Component A), pyrazolidine-3, 5-dione compounds of formula (1)
The dye sets according to the invention comprise pyrazolidine-3, 5-dione compounds of the formula (1):
wherein R is 1 And R is 2 Each independently is H, hydroxy, unsubstituted or substituted C1-C30 alkyl, unsubstituted or substituted C2-C30 alkenyl, cycloalkyl, unsaturated heterocyclyl, heterocyclyl or alkoxy, such as C1-C10 alkyl or halogen substituted C1-C10 alkyl, preferably C1-C6 alkyl or halogen substituted C1-C6 alkyl, C3-C10 alkenyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, or C3-C10 epoxyalkyl; and R is 3 Is H, or unsubstituted or halogen substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 unsaturated heterocyclic group, C3-C10 heterocycloalkyl, or C3-C10 alkoxy, such as C1-C6 alkyl or C1-C4 alkyl, preferably H, wherein halogen is preferably F, cl or Br.
According to a preferred embodiment of the invention, R 1 And R is 2 Each is lower alkyl, such as C1-C6 alkyl, or C1-C4 alkyl. For example, R 1 And R is 2 May be the same alkyl group, such as methyl, ethyl, propyl or butyl each. According to one embodiment, R 3 May be H. Thus, examples of the pyrazolidine-3, 5-dione compound of formula (1) may include 1, 2-dimethyl-pyrazolidine-3, 5-dione, 1, 2-diethyl-pyrazolidine-3, 5-dione, 1, 2-dipropyl-pyrazolidine-3, 5-dione, and 1, 2-dibutyl-pyrazolidine-3, 5-dione.
The pyrazolidine-3, 5-dione compounds of formula (1) according to the invention are generally present in an amount of 0.001 to 25 wt.%, or 0.0001 to 10 wt.%, or preferably 0.005 to 5 wt.%, or in particular 0.01 to 3 wt.%, relative to the total weight of the kit.
Dye set comprising component A)
The dye sets according to the invention comprising component A) can be used for dyeing for various applications, such as printing, paper, textiles, cosmetics, medical science, paints, etc.
According to one embodiment of the present invention, the dye sets according to the present invention may be used to form undyed areas/patterns or lighter colored areas/patterns for articles to be dyed, such as fabrics or paper products. In particular, component a) of the dye set can be used to coat areas that are not to be dyed or to draw a desired pattern on the textile of the article, during which process the colorant directs us to draw correctly. Subsequently, the dye of the dye set is applied to dye the article. By controlling the time period, a washing step is subsequently applied to the article. Thus, the areas coated with component a) are not dyed or are only slightly dyed. When component a) is in transparent form or has the same or substantially similar color as the article to be dyed, the dye set may contain washable colorants, especially for the case where artificial dyeing is to be carried out. For example, to dye a white textile or paper, but to keep an area thereof as a specific pattern of white, for example a yellow textile with a remaining white bird pattern, a person skilled in the art may first mix a washable colorant with component a). The resulting mixture is used to draw a bird pattern on a textile, during which the colorant guides the user through proper drawing. The washing step described above is then carried out.
According to one embodiment of the invention, the dye sets according to the invention may contain different concentrations of component a) in two or more chambers, wherein chamber 1 contains a first concentration of component a); and chamber 2 contains a second concentration of component a).
When a dye set is applied comprising chambers with different concentrations of component a), the different concentrations of component a) will result in a reaction/dyeing time of the dye. Subsequently, a color gradient may be formed when rinsing the stained object.
According to one embodiment of the invention, a dye set according to the invention may comprise:
a) Pyrazolidine-3, 5-dione compounds of formula (1) according to the invention; and
the instructions state that the undesirably dyed areas can be rinsed in a time window after dyeing which is longer than the same dyeing composition without component a) being present.
Preferably, the time window may be less than 10 minutes, less than 5 minutes, or less than 3 minutes.
It will be readily appreciated that for dye sets according to the present invention, the instructions may be placed in the same package with component a) or may be placed or provided separately from component a), provided that the combination of component a) and instructions may provide an indication and guidance of flushing the undesirably dyed areas.
Addition form of pyrazolidine-3, 5-dione Compound of formula (1)
As mentioned above, the inventors have surprisingly found that the pyrazolidine-3, 5-dione compounds of formula (1) can be used as retarders for slowing down the reaction of dyes or intermediates thereof, for example oxidation dyes I) useful in composition I).
That is, the pyrazolidine-3, 5-dione compound of formula (1) acts mainly on the reaction of the dye. Thus, for dye sets, the pyrazolidine-3, 5-dione compound of formula (1) may be added directly to the dyeing composition B), for example as a mixture with the colorant composition I), or may be added separately from the dyeing composition B) to a separate chamber, for example in the form of a pyrazolidine-3, 5-dione composition comprising the pyrazolidine-3, 5-dione compound of formula (1).
For use as a pyrazolidine-3, 5-dione composition independent of the dyeing composition B), the pyrazolidine-3, 5-dione composition can comprise any component known in the cosmetic art that contributes to the stability of the pyrazolidine-3, 5-dione compound of formula (1).
Dyeing composition B
According to one embodiment of the invention, the dyeing composition B) may be comprised in a dye set according to the invention. The dyeing composition B) placed in the kit according to the invention may comprise a colorant composition I) and a developer composition II).
According to one embodiment of the invention, the colorant composition I) and the developer composition II) may be used in a weight ratio of 1:3 to 3:1, preferably 1:2 to 2:1, or preferably 2:3 to 1:1.
Colorant composition I)
The dyeing composition B) placed in the kit according to the invention comprises a colorant composition I).
The colorant composition I) of the composition B) according to the invention may comprise at least one oxidation dye.
Oxidative dyes
As indicated above, the colorant composition I) according to the invention comprises one or more oxidation dyes as component I).
The oxidation dyes useful in the present invention are generally selected from oxidation bases, preferably in combination with one or more coupling agents.
The one or more oxidation dyes preferably comprise one or more oxidation chromophores.
The oxidative chromophore may be chosen in particular from para-phenylenediamines, bis (phenyl) alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic chromophores (heterocyclic bases), and addition salts thereof, and mixtures thereof.
In the para-phenylenediamine class, the para-phenylenediamine is unsubstituted or substituted with 1 or 2C' s 1 -C 4 Alkyl-substituted p-phenylenediamines are preferred. Among these, mention may be made of p-phenylenediamine, 2-chloro-p-phenylenediamine, 2-methyl-p-phenylenediamine, 2, 3-dimethyl-p-phenylenediamine, 2, 6-diethyl-p-phenylenediamine, 2, 5-dimethyl-p-phenylenediamine. Other para-phenylenediamines may also be used, such as N, N-dimethyl-para-phenylenediamine, N-diethyl-para-phenylenediamine, N-dipropyl-para-phenylenediamine, 4-amino-N, N-diethyl-3-methylaniline, N-bis (beta-hydroxyethyl) -para-phenylenediamine, 4-N, N-bis (beta-hydroxyethyl) amino-2-methylaniline, 4-N, N-bis (beta-hydroxyethyl) amino-2-chloroaniline, 2-beta-hydroxyethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N- (beta-hydroxypropyl) -para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N-dimethyl-3-methyl-para-phenylenediamine, N- (ethyl-beta-hydroxyethyl) -para-phenylenediamine, N- (beta, gamma-dihydroxypropyl) -para-phenylenediamine, N- (4' -aminophenyl) -para-phenylenediamine, N-phenyl-para-phenylenediamine, 2-beta-hydroxyethoxy-para-phenylenediamine, 2-beta-acetylaminoethoxy-para-phenylenediamine, N- (beta-methyl) -para-phenylenediamine Oxyethyl) -p-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-p-phenylenediamine, 2-beta-hydroxyethylamino-5-aminotoluene and 3-hydroxy-1- (4' -aminophenyl) pyrrolidine and addition salts thereof with acids.
Among the bis (phenyl) alkylene diamines, examples which may be mentioned include N, N '-bis (β -hydroxyethyl) -N, N' -bis (4 '-aminophenyl) -1, 3-diaminopropanol, N' -bis (β -hydroxyethyl) -N, N '-bis (4' -aminophenyl) ethylenediamine, N '-bis (4-aminophenyl) tetramethylenediamine, N' -bis (β -hydroxyethyl) -N, N '-bis (4-aminophenyl) tetramethylenediamine, N' -bis (4-methylaminophenyl) tetramethylenediamine, N '-bis (ethyl) -N, N' -bis (4 '-amino-3' -methylphenyl) ethylenediamine, 1, 8-bis (2, 5-diaminophenoxy) -3, 6-dioxaoctane and addition salts thereof.
In the para-aminophenols, unsubstituted para-aminophenols or are substituted by 1 or 2C' s 1 -C 4 Alkyl substituted para-aminophenols are preferred. Among these, mention may be made of examples of p-aminophenol, 4-amino-3-cresol and 4-amino-2-cresol. Other para-phenylenediamines which may also be used are, for example, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3-hydroxycresol, 4-amino-2-methoxycresol, 4-amino-2-aminocresol, 4-amino-2- (. Beta. -hydroxyethyl-aminomethyl) phenol and 4-amino-2-fluorophenol and addition salts thereof with acids.
Among the o-aminophenols, mention may be made of examples comprising 2-aminophenol, 2-amino-5-cresol, 2-amino-6-cresol and 5-acetamido-2-aminophenol and the addition salts thereof.
Among the heterocyclic chromophores, examples that may be mentioned include pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
Pyridine derivatives which may be mentioned are, in particular, the compounds described, for example, in patent GB 1026 978 and GB 1 153 196, such as 2, 5-diaminopyridine, 2- (4-methoxyphenyl) amino-3-aminopyridine and 3, 4-diaminopyridine and addition salts thereof.
Other pyridine oxidation chromophores which can be used in the present invention are, for example, the 3-aminopyrazolo [1,5-a ] pyridine oxidation chromophores described in patent application FR 2 801 308 or addition salts thereof. Examples which may be mentioned include pyrazolo [1,5-a ] pyridin-3-ylamine, 2- (acetylamino) pyrazolo [1,5-a ] pyridin-3-ylamine, 2- (morpholin-4-yl) pyrazolo [1,5-a ] pyridin-3-ylamine, 3-aminopyrazolo [1,5-a ] pyridine-2-carboxylic acid, 2-methoxypyrazolo [1,5-a ] pyridin-3-ylamine, (3-aminopyrazolo [1,5-a ] pyridin-7-yl) methanol, 2- (3-aminopyrazolo [1,5-a ] pyridin-5-yl) ethanol, 2- (3-aminopyrazolo [1,5-a ] pyridin-7-yl) ethanol, (3-aminopyrazolo [1,5-a ] pyridin-2-yl) methanol, 3, 6-diaminopyrazolo [1,5-a ] pyridine, 3, 4-diaminopyrazolo [1,5-a ] pyridine, pyrazolo [1,5-a ] diamine, 7-morpholin [1,5-a ] pyridin-7-yl) ethanol, 2- (3-aminopyrazolo [1,5-a ] pyridin-7-yl) ethanol, 2-aminopyrazolo [1,5-a ] pyridin-yl) ethanol 2- [ (3-aminopyrazolo [1,5-a ] pyridin-5-yl) (2-hydroxyethyl) amino ] ethanol, 2- [ (3-aminopyrazolo [1,5-a ] pyridin-7-yl) (2-hydroxyethyl) amino ] ethanol, 3-aminopyrazolo [1,5-a ] pyridin-5-ol, 3-aminopyrazolo [1,5-a ] pyridin-4-ol, 3-aminopyrazolo [1,5-a ] pyridin-6-ol, 3-aminopyrazolo [1,5-a ] pyridin-7-ol, and addition salts thereof.
Pyrimidine derivatives which may be mentioned are, in particular, for example, patent DE 2359399; JP 88-169571; JP 05-63124; compounds described in EP 0770375 or patent application WO 96/15765, such as 2,4,5, 6-tetraaminopyrimidine, 4-hydroxy-2, 5, 6-triaminopyrimidine, 2-hydroxy-4, 5, 6-triaminopyrimidine, 2, 4-dihydroxy-5, 6-diaminopyrimidine, 2,5, 6-triaminopyrimidine and addition salts thereof and tautomeric forms thereof when tautomeric equilibrium is present.
Among the pyrazole derivatives which may be mentioned are, inter alia, the compounds described in DE 3843892 and DE 4133957 and in the patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as 4, 5-diamino-1-methylpyrazole, 4, 5-diamino-1- (. Beta. -hydroxyethyl) pyrazole, 3, 4-diamino-pyrazole, 4, 5-diamino-1- (4' -chlorobenzyl) pyrazole, 4, 5-diamino-1, 3-dimethylpyrazole, 4, 5-diamino-3-methyl-1-phenylpyrazole, 4, 5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1, 3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4, 5-diamino-3-methylpyrazole, 4, 5-diamino-3-tert. -butyl-1-methylpyrazole, 4, 5-diamino-1-tert. -butyl-3-methylpyrazole, 4, 5-diamino-1- (. Beta. -hydroxybenzyl) pyrazole, 4, 5-diamino-1, 3-dimethylpyrazole, 4, 5-diamino-3-methylpyrazole, 4-diamino-3-methylethylpyrazole, 4, 3-diamino-methyl-3-ethy-pyrazole, 4, 3-diamino-3-dimethylpyrazole, 4-diamino-3-ethy-pyrazole and 4-diamino-3-dimethylpyrazole, 4, 5-diamino-3-hydroxymethyl-1-methylpyrazole, 4, 5-diamino-3-hydroxymethyl-1-isopropylpyrazole, 4, 5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5- (2' -aminoethyl) amino-1, 3-dimethylpyrazole, 3,4, 5-triaminopyrazole, 1-methyl-3, 4, 5-triaminopyrazole, 3, 5-diamino-1-methyl-4-methylaminopyrazole and 3, 5-diamino-4- (. Beta. -hydroxyethyl) amino-1-methylpyrazole and addition salts thereof. 4, 5-diamino-1- (. Beta. -methoxyethyl) pyrazole may also be used.
Preference is given to using 4, 5-diaminopyrazoles, e.g.4, 5-diamino-1-hydroxyC 1 -C 4 Alkylpyrazoles, and even more preferably 4, 5-diamino-1- (beta-hydroxyethyl) pyrazole and/or salts thereof, especially sulphates thereof.
The one or more oxidation dyes may also comprise one or more coupling agents, which may be selected from those conventionally used for dyeing keratin fibres.
Among these coupling agents, mention may be made in particular of metaphenylene amines, metaphenols, resorcinol, naphthalene-based coupling agents, heterocyclic coupling agents, and addition salts thereof, and mixtures thereof. In particular, unsubstituted meta-aminophenols or substituted 1 or 2C's may preferably be used 1 -C 4 Alkyl-substituted meta-aminophenols, unsubstituted resorcinol or substituted by 1 or 2C 1 -C 4 Alkyl substituted resorcinol, diaminophenols, or unsubstituted oxindoles, amino substituted hydroxypyridines, or hydroxybenzomorpholines.
Examples which may be mentioned include 1-hydroxy-3-aminophenol, 1-methyl-2-hydroxy-4-aminophenol, 1, 3-dihydroxybenzene, 1, 3-dihydroxy-2-methylbenzene, 5-amino-6-chloroo-cresol, 2-methyl-5-hydroxyethylaminophenol, 4-chloro-1, 3-dihydroxybenzene, 2, 4-diamino-1- (. Beta. -hydroxyethoxy) benzene, 2-amino-4- (. Beta. -hydroxyethylamino) -1-methoxybenzene, 1, 3-diaminobenzene, 1, 3-bis (2, 4-diaminophenoxy) propane, 3-ureidoaniline, 3-ureido-1-dimethylaminobenzene, sesamol, 1-. Beta. -hydroxyethylamino-3, 4-methylenedioxybenzene,. Alpha. -naphthol, 2-methyl-1-naphthol, 6-hydroxyindole, 4-hydroxy-N-methylindole, 2-amino-3-hydroxypyridine, 6-hydroxybenzomorpholine, 3, 5-diamino-4- (beta. -hydroxyethylamino) -1-methoxybenzene, 3-ureido-1-dihydroxytoluene, 3-ureido-1-dimethylaminobenzene, 1-dihydroxytoluene, 4-bis (4-hydroxyethylamino) 2, 6-hydroxyethylamino-4-hydroxyethylindole, 4-methyleneindole, 1-H-3-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2, 6-dimethylpyrazolo [1,5-b ] -1,2, 4-triazole, 2, 6-dimethylpyrazolo [3,2-c ] -1,2, 4-triazole and 6-methylpyrazolo [1,5-a ] benzimidazole, its addition salts with acids and mixtures thereof, such as its hydrochloride (chlororhydrate) or dihydrochloride (dichlorhdrate), for example 1-beta-hydroxyethoxy-2, 4-diamino-benzene dihydrochloride (2, 4-diaminophenoxyethanol HCL).
In general, the addition salts of the oxidative chromophore and of the coupling agent useful in the context of the present invention are chosen in particular from the addition salts with acids, such as hydrochloride, hydrobromide, sulfate, citrate, succinate, tartrate, lactate, tosylate, besylate, phosphate and acetate.
In a first exemplary embodiment of the oxidative chromophore, examples include unsubstituted p-phenylenediamine or substituted with 1 or 2C 1 -C 4 Alkyl substituted p-phenylenediamines.
In a second exemplary embodiment of the oxidative chromophore, examples include unsubstituted para-aminophenols or substituted with 1 or 2C 1 -C 4 Alkyl substituted para-aminophenols, particularly unsubstituted para-aminophenols.
In a third exemplary embodiment of the oxidative chromophore, examples include 4, 5-diaminopyrazoles, for example 4, 5-diamino-1-hydroxy C will preferably be used 1 -C 4 An alkylpyrazole, or a salt thereof.
As oxidation chromates, mention is made in particular of unsubstituted para-aminophenols or of a cyclic amine having 1 or 2C' s 1 -C 4 Alkyl substituted para-aminophenols.
In particular, as coupling agents, unsubstituted meta-aminophenols or C-groups of 1 or 2 can be used preferably 1 -C 4 Alkyl-substituted meta-aminophenols, unsubstituted resorcinol or substituted by 1 or 2C 1 -C 4 Alkyl-substituted resorcinol, diaminophenols or unsubstituted hydroxyindoles, amino-substituted hydroxypyridines, or hydroxybenzomorpholines.
When unsubstituted oxindole, amino-substituted hydroxypyridine or hydroxybenzomorpholine is used as the coupling agent, it is preferably used in combination with an oxidized chromophore according to the second exemplary embodiment.
When the oxidizing chromophore according to the third exemplary embodiment of the oxidizing chromophore is used, it is preferably used in combination with an amino-substituted hydroxypyridine as a coupling agent.
Furthermore, a combination of 2-amino-3-hydroxypyridine as a coupling agent with the oxidized chromophore according to the second exemplary embodiment, or a combination of 5-amino-6-chloro-o-cresol as a coupling agent with the oxidized chromophore according to the second exemplary embodiment may be mentioned alone.
Among these, mention is made in particular of the combination of 4, 5-diamino-1- (. Beta. -hydroxyethyl) pyrazole sulfate as an oxidative chromophore with 2-amino-3-hydroxypyridine as a coupling agent.
The oxidizing chromophore or chromophores may advantageously constitute from 0.0001% to 20% by weight, preferably from 0.01% to 10% by weight, and still better from 0.1% to 5% by weight, relative to the total weight of the composition I).
The one or more coupling agents, if present, may advantageously constitute from 0.0001% to 20% by weight, and preferably from 0.001% to 10% by weight, or from 0.01% to 5% by weight, relative to the total weight of the composition I).
Antioxidant agent
The colorant composition I) may optionally comprise an antioxidant.
The antioxidants used may include natural exogenous phytochemical antioxidants such as phenols and carotenoids.
Antioxidants may include flavonoids. Flavonoids constitute a broad class of over 5,000 polyphenolic phytochemicals with antioxidant properties that act by direct radical scavenging. Flavonoids have anti-inflammatory, antibacterial, antiviral, antiallergic, antimutagenic, antithrombotic, antitumor and vasodilatory effects, and these methods of action can also be used to prevent, reduce or eliminate oxidative damage from dental instruments. Flavonoids also exhibit chelating properties with metal ions and can mitigate oxidative damage from metal ions by chelating ions. The formation and stability of flavonoid-metal chelates depends on the functionality of the structure. Flavonoids having catechol moieties and hydrogen bonds between the hydroxyl groups in the 5-and 3-positions have chelating properties.
Vitamin C and derivatives may be used including ascorbic acid, erythorbic acid or derivatives thereof, such as sodium ascorbate/sodium erythorbate and the fat-soluble esters tetrahexyldecanol ascorbate/tetrahexyldecanol erythorbate and ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl glucoside, ascorbyl glucosamine, ascorbyl acetate, and the like. In addition, plants containing significant amounts of vitamin C, such as extracts of the fruits of the carbomer (Myrciaria dubia), the fruit of the tiger (acerola), the fruit of the phyllanthus emblica (emblica officinalis), and bioflavonoids from the fruits of the Rosa rugosa and citrus genus, including water-soluble bioflavonoids such as hesperidin methyl chalcone, may also be used.
Sesame (Sesamum indicum) or lignan (lignan) may also be added. Sesame and its lignans (sesame-related fibrous compounds) act as antioxidants. The sesamol significantly enhances vitamin E activity.
Other antioxidants that may be incorporated into the compositions of the present invention include tocopherols (e.g., d-alpha-tocopherol, d-beta-tocopherol, d-gamma-tocopherol, d-delta-tocopherol), tocotrienols (e.g., d-alpha-tocotrienol, d-beta-tocotrienol, d-gamma-tocotrienol, d-delta-tocotrienol), and vitamin E (alpha-tocopheryl acetate). These compounds may be isolated from natural sources, prepared by synthetic means or mixed. Vitamin E preparations enriched in tocotrienols can be obtained by fractionating vitamin E preparations to remove a portion of the bio-phenols and recovering a higher concentrated tocotrienol product. Useful tocotrienols are natural products isolated from wheat germ oil, cereal or palm oil, for example using high performance liquid chromatography, or isolated from barley, wine lees or oats by alcohol extraction and/or molecular distillation. The term "tocotrienol" as used herein includes tocotrienol-rich fractions obtained from these natural products as well as pure compounds. The increased glutathione peroxidase activity protects the skin from oxidative damage.
In addition, carotenoids, especially of the lutein type, are also useful antioxidants that can be used. Lutein-type carotenoids include molecules such as lutein, canthaxanthin (canthaxanthin), cryptoxanthin, zeaxanthin, and astaxanthin. Lutein compounds protect compounds such as vitamin a, vitamin E and other carotenoids.
The flavonoid may be flavanone (a derivative of 2, 3-dihydro-2-phenylbenzopyran-4-one). The flavanones include: huang Qinsu, eriodictyoside, hesperetin, hesperidin, sylvestre, isosbestic, naringenin, naringin pinocin, tangrin (poncirin)), sakuranetin (sakuranetin), sakuranoside (sakura glycoside) and 7-O-methyl eriodictyol (Sterubiin).
The flavonoid may be a dihydroflavonol (derivative of 3-hydroxy-2, 3-dihydro-2-phenylbenzopyran-4-one). Flavanols (Flavanols) include: taxifolin, bergamotene (aromaddrin), chrysandroside a, chrysandroside B, xenctinol, astilbin, and flavonols.
The flavonoid may be a flavonoid (derivative of 2-phenylbenzopyran-4-one). Flavonoids include: apigenin, luteolin, hesperetin, chrysin (Chrysin), baicalein (baicalein), scutellarin, wogonin, synthetic flavonoids: diosmin (Diosmin) and flavonoid esters.
The flavonoid may be a flavonol (derivative of 3-hydroxy-2-phenylbenzopyran-4-one). Flavonols include: 3-hydroxy flavones, rhodoxanthin, quercetin, galangin, cotton skin extract (cotton dermatan), kaempferol, isorhamnetin, mulberry red pigment, myricetin, naringin (naringenin), muskyflavonol (patchoulol), quercetin, methyl rhamnosin, rhamnetin (rhamnetin), azalide (azalein), hyperin, isoquercetin, kaempferol, myricetin, fraxinin (suedesugar), locust bean extract (Robinin), rutin, spiraea, prunetin (Xanthopanin), huang Baigan (amyrin), icariin and Tracuridine.
The flavonoid may be flavan-3-ol (a derivative of 2-phenyl-3, 4-dihydro-2H-benzopyran-3-ol). Flavan-3-ols include: catechin, epicatechin, epigallocatechin, epicatechin gallate, epigallocatechin gallate, epicatechin, feissuerol (fisetindol), guibourtinidol, mesquitol, and robinetinol (Robinetinidol).
The flavonoid may be flavan-4-ol (a derivative of 2-phenylchroman-4-ol). Flavan-4-ols include: apiforol and luteofurol.
The flavonoid may be isoflavone (derivative of 3-phenylbenzopyran-4-one). The isoflavones include: genistein, daidzein, garbanin a, formononetin and equol metabolites from daidzein (equol metabolites).
The antioxidant may be anthocyanin (a derivative of the 2-phenylbenzopyranoside cation). The anthocyanin comprises: orange impatiens (aurentidin), cyanidin, delphinidin, europazin (europainin), luteolin (Luteolinidin), pelargonidin (Pelargonidin), malvidin (Malvidin), peoneyidin (Peonidin)), morning glory pigment (morning glory), rose pigment (rose primidin) and xanthone.
The antioxidant may be dihydrochalcone (a derivative of 1, 3-diphenyl-1-propanone). Dihydrochalcones include: phloretin, dihydrochalcone phlorizin (cisplatin), aspalathin, naringin dihydrochalcone, neohesperidin dihydrochalcone, and Nothofagin. Without limiting the mode of action of the invention, dihydrochalcones may exert an antioxidant effect by reducing reactive free radicals, such as reactive oxygen species and reactive nitrogen species.
The antioxidant may be anthocyanin. Anthocyanin and its derivatives are antioxidants. Anthocyanins comprise a class of flavonoid compounds responsible for the red, violet and blue color of many fruits, vegetables, grains and flowers, which are naturally occurring water-soluble compounds. Furthermore, anthocyanins are collagenase inhibitors. Inhibition of collagenase helps to prevent and reduce wrinkles caused by skin collagen reduction, improve skin elasticity, and the like. The anthocyanins may be obtained from any part of a variety of plant sources, such as fruits, flowers, stems, leaves, roots, bark or seeds. Those skilled in the art will recognize that certain parts of the plant may contain higher natural levels of anthocyanins and that these parts are therefore used to obtain the desired anthocyanins. In some cases, the antioxidant may include one or more betaines. Betaines (betaines), like anthocyanins, are available from natural sources and are antioxidants.
The antioxidant may be phenylpropanoids (derivatives of cinnamic acid). Phenylpropanoids include: cinnamic acid, caffeic acid, ferulic acid, trans-ferulic acid (including its antioxidant pharmic 2, 6-dihydroxyacetophenone), 5-hydroxyferulic acid (5-hydroxyferic acid), sinapic acid (sinapic acid), coumarin, coniferyl alcohol, sinapic alcohol, eugenol, chavicol (Chavicol), baicalein, P-coumaric acid, and sinapic acid (sinapinic acid). Without limiting the mode of action of the invention, phenylpropanoids can neutralize free radicals.
The antioxidant may be chalcone (a derivative of 1, 3-diphenyl-2-propen-1-one). Chalcones include: zirconia, coreopsis chalcone (okannin), safflower (saflower), martin (Marein), soybean root ketone (Sophorin), xanthohumol (Xanthohumol), flavivalin A, flavivalavain B, flavivalin C and synthetic Safalcone.
The antioxidant may be a curcuminoid. Curcuminoids include: curcumin, demethoxycurcumin, bisdemethoxycurcumin, tetrahydrocurcumin and tetrahydrocurcumin. Curcumin and tetrahydrocurcumin can be derived from the rhizome of turmeric. Tetrahydrocurcumin (a metabolite of curcumin) has been found to be a more potent antioxidant and more stable than curcumin.
The antioxidant may be tannins. Tannins include: tannins, terrflavin B, gallic acid glucose (glucoallin), gallic acid (dgellic acid) and white quercetin (Quercitannic acid).
The antioxidant may be a stilbene compound (stiction). Subclasses include: resveratrol, pterocarpus santalinus and taxol. Resveratrol may include, but is not limited to, 3,5,4 '-trihydroxyindole, 3,4,3',5 '-tetrahydroxyindole (cetotriol), 2,3',4,5 '-tetrahydroxyindole (oxidized resveratrol), 4' -dihydroxyindole and its alpha and beta glucosides, galactosides and mannoside derivatives.
The antioxidant may be coumarin (a derivative of 2H-benzopyran-2-one). Coumarin includes: 4-hydroxycoumarin, umbelliferone, aesculin, henitine, auraptene (Auraptene) and biscoumarin.
The antioxidant may be a carotenoid. Carotenoids include: beta-carotene, alpha-carotene, gamma-carotene, beta-cryptoxanthin, lycopene, lutein, and idebenone.
The antioxidant may be a vitamin or a derivative thereof. Vitamins include: retinol, ascorbic acid or isoascorbic acid, L-ascorbic acid, tocopherol, tocotrienol and vitamin cofactors: coenzyme Q10.
The antioxidant may be: xanthone, butylated hydroxytoluene, 2, 6-di-tert-butylphenol, 2, 4-dimethyl-6-tert-butylphenol, gallic acid, eugenol, uric acid, alpha-lipoic acid, ellagic acid, chicoric acid, chlorogenic acid, rosmarinic acid, salicylic acid, acetylcysteine, S-allylcysteine, pyridone (barberone), chebular tannic acid, edaravone, ethoxyquin, glutathione, hydroxytyrosol, idebenone, melatonin, N-acetylserotonin, nordihydroguaiac acid, oleotanhal, oleuropein, gingerol (Paradol), taxol, probucol, propyl gallate, protocatechuic acid, pyrithione (pyrithione), rutin, secoisolarin diglucose, sesamin, silybin (Siberin), silymarin (simethiol), theaflavin, bis-gallate (such as those based on water-soluble antioxidants, such as methionine, and the like.
Reducing agent
The colorant composition I) may comprise a reducing agent as an antioxidant.
Useful reducing agents according to the present invention may include sodium thiosulfate, sodium metabisulfite, ammonium thiosulfite, thioglycollic acid (TGA), thiolactic acid, ammonium thiolactate, diglycidyl monothioformate (mono-carbothioic acid diglycidyl ester), ammonium thioformate (carbothioic ammonium acetate), thioglycerol, dimercaptoacetic acid, strontium thioformate (diammonium carbothioic strontium acetate), thioglycolate (thioglycolate), isooctyl thioformate (carbothioic isooctyl), cysteine, cysteamine, homocysteine, glutathione, thiomalic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, thiodiglycol, 2-mercaptoethanol, dithiothreitol, thioxanthine, thiosalicylic acid, thiopropionic acid, lipoic acid, N-acetylcysteine, and salts thereof; ammonium thioglycolate, glyceryl monothioglycolate, or mixtures thereof.
Examples of preferred reducing agents that may be mentioned include thioglycolic acid, dimercaptoacetic acid, thiolactic acid, thiomalic acid, salts thereof, or mixtures thereof.
The above-mentioned antioxidants, including reducing agents, are preferably used according to the invention in amounts which may be from 0.001 to 10% by weight, preferably from 0.1 to 7% by weight, or preferably from 0.5 to 5% by weight, relative to the total weight of the colorant composition I).
Surface active agent
The colorant composition I) according to the invention may comprise one or more surfactants, such as in particular anionic surfactants and/or nonionic surfactants.
Anionic surfactants
The colorant composition I) according to the present invention may further comprise one or more anionic surfactants.
The term "anionic surfactant" refers to a surfactant that contains only anionic groups as ionic or ionizable groups. These anionic groups are preferably selected from the following groups:
-COOH、-COO - 、-SO 3 H、-SO 3 - 、-OSO 3 H、-OsO 3 - 、-PO 2 H 2 、-PO 2 H - 、-PO 2 2- 、-P(OH) 2 、＝P(O)OH、-P(OH)O - 、＝P(O)O - the anionic moiety comprises a cationic counterion, such as an alkali metal, alkaline earth metal or ammonium, =poh, =po-.
As examples of anionic surfactants which can be used in the colorant composition I) according to the invention, mention may be made of alkyl sulfates, alkyl ether sulfates, alkylamidoether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkyl sulfonates, alkylamide sulfonates, alkylaryl sulfonates, alpha-olefin sulfonates, paraffin sulfonates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acyl sarcosinates, acyl glutamates, alkyl sulfosuccinates, acyl isethionates and N-acyl taurates, polyglycoside polycarboxylic acids (polyglycoside polycarboxylic acid) and alkyl monoester salts, acyl lactylates, D-galactoside aldoates, alkyl ether carboxylates, alkylaryl ether carboxylates, alkylamidoether carboxylates, and the corresponding non-salified forms of all these compounds; the alkyl and acyl groups of all these compounds contain 6 to 40 carbon atoms and aryl refers to phenyl.
These compounds may be oxyethylated and then preferably comprise 1 to 50 ethylene oxide units.
C of polyglycoside-polycarboxylic acids 6 -C 24 The salt of the alkyl monoester may be selected from C 6 -C 24 Alkyl polyglycoside-citrates, C 6 -C 24 Alkyl polyglycoside tartrate and C 6 -C 24 Alkyl polyglycoside-sulfosuccinates.
When the one or more anionic surfactants are in salt form, they may be selected from alkali metal salts, such as sodium or potassium salts, and preferably sodium, ammonium, amine salts, and in particular amino alkoxides, or alkaline earth metal salts, such as magnesium salts.
Examples of amino alkoxides which may be mentioned in particular include salts of monoethanolamine, diethanolamine and triethanolamine, salts of monoisopropanolamine, diisopropanolamine or triisopropanolamine, 2-amino-2-methyl-1-propanolate, 2-amino-2-methyl-1, 3-propanediol salts and tris (hydroxymethyl) aminomethane salts.
Preference is given to using alkali metal or alkaline earth metal salts, and in particular sodium or magnesium salts.
Preferred anionic surfactants are selected from (C 6 -C 30 ) Alkyl sulphates, (C) 6 -C 30 ) Alkyl ether sulphates, (C) 6 -C 30 ) Alkyl amido ether sulfates, alkylaryl polyether sulfates and monoglyceride sulfates, all of which optionally contain from 1 to 20 ethylene oxide units; or preferably from (C) comprising from 2 to 20 ethylene oxide units, for example from 1 to 4 ethylene oxide units 12 -C 20 ) Alkyl sulphates and (C) 12 -C 20 ) Alkyl ether sulphates, in particular in the form of alkali metal, ammonium, aminoalcohol and alkaline earth metal salts, or mixtures of these compounds. Still more preferably, polyoxyethylated sodium lauryl ether sulfate is used, such as sodium lauryl ether sulfate containing 2 or 2.2 moles of ethylene oxide.
The anionic surfactant according to the invention is preferably a sulfate, more particularly selected from (C 6 -C 30 ) Alkyl sulfate, (C) 6 -C 30 ) Alkyl ether sulfates (C) 6 -C 30 ) Alkyl amido ether sulfates, alkyl aryl polyether sulfates and monoglyceride sulfates, salts thereof, such as alkali metal salts, such as sodium salts, and mixtures thereof.
Or the anionic surfactant of the present invention is preferably selected from (C) 6 -C 30 ) Alkyl sulfate, (C) 6 -C 30 ) Alkyl groupEther sulfates, in particular (C) 6 -C 30 ) Alkyl ether sulfates, such as dodecyl ether sulfate, and salts thereof, such as sodium laureth sulfate.
The amount of one or more of said anionic surfactants in the colorant composition I) according to the invention is from 0.01 to 20% by weight, preferably from 0.1 to 10% by weight or preferably from 0.1 to 8% by weight, relative to the total weight of the composition I).
Nonionic surfactant
The colorant composition I) according to the present invention may further contain one or more nonionic surfactants.
One or more nonionic surfactants useful in the compositions are described, for example, in Handbook of Surfactants by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991, pages 116-178.
Examples of nonionic surfactants that may be mentioned include the following nonionic surfactants:
oxyalkylenated (C) 8 -C 24 ) Alkylphenol;
saturated or unsaturated, linear or branched oxyalkylenated C 8 -C 30 Fatty acid amides;
saturated or unsaturated, linear or branched, oxyethylenated C 8 To C 40 In particular C 8 -C 20 And better C 10 -C 18 Fatty alcohols comprising from 1 to 100mol of ethylene oxide, preferably from 2 to 50mol, more particularly from 2 to 40mol, or even from 3 to 20mol of ethylene oxide;
saturated or unsaturated, linear or branched C 8 -C 30 Esters of acids and polyethylene glycols;
saturated or unsaturated, linear or branched C 8 -C 30 Esters of acids and sorbitol, which are preferably oxyethylated;
-fatty acid esters of sucrose;
-(C 8 -C 3 0) Alkyl (poly) glucosides, (C) 8 -C 3 0) Alkenyl (poly) glucosides, optionally oxidizedAlkylene (0 to 10 alkylene oxide units) and containing 1 to 15 glucose units, (C) 8 -C 3 0) Alkyl (poly) glucoside esters;
-a saturated or unsaturated oxyethylenated vegetable oil;
Condensates of ethylene oxide and/or propylene oxide, in particular alone or in mixtures;
-N-(C 8 -C 3 0) Alkyl glucosamines and N- (C) 8 -C 3 0) Acyl methyl glucamine derivatives;
aldobiosides (aldobionamides);
-an oxide of an amine;
-oxyethylated and/or oxypropylenated silicones;
-and mixtures thereof.
Unless specifically mentioned, the terms "oxyalkylenated", "oxyethylenated", "oxypropylenated" and "glycerinated" cover mono-or poly-oxyalkylenated, oxyethylenated, oxypropylenated and glycerylated compounds, respectively.
The alkylene oxide units are more particularly ethylene oxide or propylene oxide units or combinations thereof, preferably ethylene oxide units.
The molar number of ethylene oxide and/or propylene oxide is preferably from 1 to 250, more particularly from 2 to 100, and still more preferably from 2 to 50; the molar number of glycerol is in particular from 1 to 50, and even better from 1 to 10.
Advantageously, the nonionic surfactant according to the invention does not comprise any propylene oxide units.
Examples may include, inter alia, lauryl alcohol containing 4 moles of ethylene oxide (INCI name: laureth-4) and lauryl alcohol containing 12 moles of ethylene oxide (INCI name: laureth-12). Other examples may include oleyl polyether-10, oleyl polyether-30, decyl polyether-3, decyl polyether-5, and the like.
As examples of the glycerinated nonionic surfactant, it is preferable to use mono-or polyglycerolated C containing 1 to 50 moles of glycerin, and preferably 1 to 10 moles of glycerin 8 -C 40 An alcohol.
As examples of this type of compound, there may be mentioned lauryl alcohol containing 4 moles of glycerin (INCI name: polyglycerol-4 laureth), lauryl alcohol containing 1.5 moles of glycerin, oleyl alcohol containing 4 moles of glycerin (INCI name: polyglycerol-4 oleyl ether), oleyl alcohol containing 2 moles of glycerin (INCI name: polyglycerol-2 oleyl ether), cetostearyl alcohol containing 2 moles of glycerin, cetostearyl alcohol containing 6 moles of glycerin, oleyl alcohol/cetyl alcohol containing 6 moles of glycerin and stearyl alcohol containing 6 moles of glycerin.
Among glycerinated alcohols, the use of C containing 1 mole of glycerol is more particularly preferred 8 /C 10 Alcohol, C containing 1 mole of glycerol 10 /C 12 Alcohol and C containing 1.5 mol of glycerol 12 An alcohol.
The nonionic surfactant or surfactants, when present in the colorant composition I) according to the invention, are preferably present in a total amount of 0.01 to 1% by weight, relative to the total weight of the composition.
Solvent(s)
The colorant composition I) according to the invention may advantageously comprise one or more solvents, for example water and/or organic solvents.
Water and its preparation method
The colorant composition I) according to the invention advantageously comprises water in the following contents: less than or equal to 40% by weight relative to the total weight of composition I).
The water content in the stain composition I) according to the present invention is preferably from 10 to 40 wt%, more preferably from 15 to 35 wt%, or from 20 to 30 wt%, relative to the total weight of the composition I).
Organic solvents
The colorant composition I) according to the present invention may further comprise one or more water-soluble organic solvents (solubility at 25℃and at atmospheric pressure greater than or equal to 5%).
Examples of water-soluble organic solvents which may be mentioned include straight-chain or branched and preferably saturated mono-or diols containing from 2 to 10 carbon atoms, such as ethanol, isopropanol, hexanediol (2-methyl)-2, 4-pentanediol), neopentyl glycol and 3-methyl-1, 5-pentanediol, butanediol, dipropylene glycol and propylene glycol; aromatic alcohols such as phenethyl alcohol; polyols containing more than two hydroxyl functions, such as glycerol; polyhydric alcohol ethers such as ethylene glycol monomethyl, monoethyl and monobutyl ether, propylene glycol or ethers thereof such as propylene glycol monomethyl ether; and diethylene glycol alkyl ethers, especially C 1 -C 4 Alkyl ethers, such as diethylene glycol monoethyl ether or monobutyl ether, alone or as a mixture.
When present, the water-soluble organic solvent generally comprises from 1% to 20% by weight, and preferably from 3% to 15% by weight, or from 4% to 10% by weight, relative to the total weight of the colorant composition I) according to the invention.
Alkaline agent
The colorant composition I) according to the present invention may further comprise one or more alkaline agents.
The one or more alkaline agents may in particular be selected from ammonia, alkali metal carbonates or bicarbonates, organic amines having a pKb at 25 ℃ of less than 12, in particular less than 10, and even more advantageously less than 6; selected from the salts of the above mentioned amines with acids such as carbonic acid or hydrochloric acid: it should be noted that this is the pKb corresponding to the function with the highest basicity.
Preferably, the composition I) according to the invention may be free or substantially free of ammonia.
Preferably, the amine is selected from alkanolamines, in particular linear or branched C comprising a primary, secondary or tertiary amine function and one or more hydroxyl groups 1 -C 8 Alkanolamines of alkyl groups; selected from oxyethylated and/or oxypropylenated ethylenediamines, and selected from amino acids and compounds having the formula:
wherein W is optionally hydroxy or C 1 -C 6 Alkyl substituted C 1 -C 6 An alkylene residue;
Rx、ry, rz and Rt, which may be the same or different, represent a hydrogen atom or C 1 -C 6 Alkyl, C 1 -C 6 Hydroxyalkyl or C 1 -C 6 Aminoalkyl groups.
According to one embodiment of the invention, the colorant composition I) according to the invention comprises at least one alkanolamine and/or at least one basic amino acid, more advantageously at least one alkanolamine, such as ethanolamine, or a mixture thereof.
Advantageously, the content of the alkaline agent(s) is from 0.01% to 30% by weight, preferably from 0.1% to 20% by weight, or from 1% to 10% or 5% by weight, relative to the total weight of the composition I). It should be noted that when the alkaline agent is aqueous ammonia, this content is expressed as NH 3 And (3) representing.
The pH of the compositions I) according to the invention is preferably from 6 to 11.
The pH can be adjusted by adding acidulants such as hydrochloric acid, (ortho) phosphoric acid, sulfuric acid, boric acid, and carboxylic acids, e.g. acetic acid, lactic acid or citric acid, or sulfonic acids. Alkaline agents, such as those mentioned above, may also be used.
Fatty phase
The colorant composition I) according to the invention may further comprise cosmetically acceptable fatty substances.
According to a particular embodiment, the fatty substance is free of carboxylic acid groups.
The term "fatty substance" refers to an organic compound (solubility less than 5%, preferably 1%, and more preferably 0.1%) that is insoluble in water at normal temperature (25 ℃) and atmospheric pressure (760 mmHg). They may preferably have in their structure at least two siloxane groups or at least one sequence of hydrocarbon-based chains comprising at least 6 carbon atoms. In addition, fatty substances are generally soluble in organic solvents such as chloroform, ethanol, benzene or decamethyl cyclopentasiloxane under the same temperature and pressure conditions.
The fatty substance is chosen in particular from the group consisting of lower alkanes, fatty alcohols, fatty acid esters, fatty alcohol esters, oils, in particular mineral, vegetable, animal or synthetic non-silicone oils, non-silicone waxes and silicones.
It is reiterated that for the purposes of the present invention, fatty alcohols, fatty esters and fatty acids more particularly contain one or more linear or branched, saturated or unsaturated hydrocarbon-based groups containing from 6 to 30 carbon atoms, optionally substituted in particular by one or more (in particular from 1 to 4) hydroxyl groups. If they are unsaturated, these compounds may contain 1 to 3 conjugated or non-conjugated carbon-carbon double bonds.
With respect to lower alkanes, these alkanes contain 6 to 16 carbon atoms and are linear or branched, optionally cyclic. For example, the alkane may be selected from hexane and dodecane, isoparaffins such as isohexadecane and isodecane.
As non-silicone oils which can be used in the composition of the invention, examples which may be mentioned include:
-hydrocarbon-based oils of animal origin, such as perhydro squalene;
hydrocarbon-based oils of vegetable origin, such as liquid fatty acid triglycerides containing 6 to 30 carbon atoms, for example heptanoic acid or caprylic acid triglycerides, or such as sunflower oil, corn oil, soybean oil, pumpkin oil, grape seed oil, sesame oil, hazelnut oil, almond oil, macadamia oil, arala oil (arara oil), castor oil, avocado oil, caprylic/capric acid triglycerides, for example those sold by St arariees Dubois company or by Dynamit Nobel company 810. 812 and 818 are those sold under the names jojoba oil and shea butter;
linear or branched hydrocarbons having more than 16 carbon atoms and of inorganic or synthetic origin, such as liquid paraffin, petrolatum, liquid petrolatum, polydecene and hydrogenated polyisobutene, such as
Fluorine-containing oils, e.g. company BNFL FluorochemicalsPC1 know->PC3 is a name sold as perfluoromethyl cyclopentane and perfluoro-1, 3-dimethylcyclohexane; perfluoro-1, 2-dimethylcyclobutane; perfluoroalkanes, e.g. 3M company PF->Knowing PF->The name is sold under the name dodecafluoropentane and tetradecofluorohexane, or Atochem companyBromoperfluorooctyl, sold under the name; nonafluoromethoxybutane and nonafluoroethoxyisobutane; perfluoromorpholine derivatives, e.g. 3M company PF->4-trifluoromethyl-perfluoromorpholine sold under the name.
The fatty alcohols useful in the compositions of the present invention are not oxyalkylenated. They are saturated or unsaturated, straight-chain or branched and contain from 6 to 30 carbon atoms, and more particularly from 8 to 30 carbon atoms. Cetyl alcohol, stearyl alcohol and mixtures thereof (cetostearyl alcohol), octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleyl alcohol or linoleyl alcohol may be mentioned.
Useful esters are saturated or unsaturated, straight-chain or branched C 1 -C 26 Aliphatic mono-or polyacids with saturated or unsaturated, linear or branched C 1 -C 26 Esters of aliphatic mono-or polyols, the total carbon number of the esters being more particularly greater than or equal to 10.
Among the monoesters, dihydroabietyl behenate may be mentioned; octyl dodecyl behenate; isocetyl behenate; cetyl lactate; lactic acid C 12 -C 15 Alkyl esters; isostearyl lactate; lauryl lactate; linolic acid ester; oleyl lactate; (iso) stearyl octanoate; isocetyl octanoate; octyl octanoate; cetyl alcoholOctanoic acid esters; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methyl acetyl ricinoleate; myristyl stearate; octyl isononanoate; 2-ethylhexyl isononanoate; octyl palmitate; octyl nonanoate; octyl stearate; octyl dodecanol erucate; oleyl erucic ester; ethyl and isopropyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates, such as isopropyl myristate, butyl myristate, cetyl myristate, 2-octyldodecyl myristate, myristyl or stearyl myristate, hexyl stearate, butyl stearate, isobutyl stearate; dioctyl malate, hexyl laurate, 2-hexyl decyl laurate.
Within the scope of this variant, C may also be used 4 -C 22 Di-or tricarboxylic acids with C 1 -C 22 Esters of alcohols, mono-, di-or tricarboxylic acids and C 2 -C 26 Esters of di-, tri-, tetra-or penta-hydroxy alcohols.
Mention may be made in particular of the following: diethyl sebacate; diisopropyl sebacate; diisopropyl adipate; di-n-propyl adipate; dioctyl adipate; diisostearyl adipate; dioctyl maleate; glycerol undecylenate; octyl dodecanol stearyloxy stearate; pentaerythritol monoricinoleate; pentaerythritol tetraisononanoate; pentaerythritol tetranonanoate; pentaerythritol tetraisostearate; pentaerythritol tetraoctanoate; propylene glycol dioctanoate; propylene glycol dicaprate; tridecyl erucate; triisopropyl citrate; triisostearyl citrate; glycerol trilactate; glyceryl trioctanoate; trioctyldodecyl citrate; triol citrate; propylene glycol dioctanoate; neopentyl glycol diheptanoate; diethylene glycol diisononanoate; ethylene glycol distearate; diethylene glycol distearate and polyethylene glycol distearate.
The composition may further comprise C 6 -C 30 And preferably C 12 -C 22 Sugar esters and diesters of fatty acids as fatty esters. To reiterate, the term "sugar" refers to an oxygen-containing hydrocarbon-based compound containing several alcohol functions, with or without aldehyde or ketone functions, and containing at least 4 carbon atoms. These sugars may be mono-, oligo-or polysaccharides.
Examples of suitable sugars that may be mentioned include sucrose (or sucrose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose and derivatives thereof, in particular alkyl derivatives, such as methyl derivatives, e.g. methyl glucose.
Sugar esters of fatty acids may be chosen in particular from the aforementioned sugars and straight-chain or branched, saturated or unsaturated C 6 -C 30 And preferably C 12 -C 22 Esters or ester mixtures of fatty acids. If they are unsaturated, these compounds may contain 1 to 3 conjugated or non-conjugated carbon-carbon double bonds.
The esters according to this variant may also be selected from the group consisting of monoesters, diesters, triesters, tetraesters and polyesters and mixtures thereof.
These esters may be selected from, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates or mixtures thereof, such as, inter alia, oil palmitates, oil stearates and palm stearates.
More particularly preferred are the monoesters and diesters, and in particular the mono-or di-oleate, stearate, behenate, oil palmitate, linoleate, linolenate and oil stearate of sucrose, glucose or methyl glucose.
Advantageously, the content of one or more fatty substances is from 0.01% to 45% by weight, preferably from 0.1% to 30% by weight, or from 1% to 15% by weight, relative to the total weight of the composition I).
Adjuvant
The colorant composition I) according to the invention may further comprise one or more cosmetic adjuvants.
For example, the composition I) may comprise one or more additives known in the art, such as anionic, nonionic or amphoteric polymers or mixtures thereof, anti-hair loss agents, vitamins and provitamins, including panthenol, derivatives (in particular esters) of these vitamins and mixtures thereof; sunscreens, inorganic or organic pigments, chelating agents, plasticizers, solubilizers, acidulants, opacifiers, hydroxy acids, pearlescers, fragrances and preservatives.
Needless to say, the person skilled in the art will take care to choose this or these optional additional compound(s) such that the addition of the considered compound(s) does not or does not substantially adversely affect the advantageous properties inherently related to the invention.
The above-mentioned adjuvants may generally each be present in an amount of from 0 to 20% by weight, or from 0 to 10% by weight, relative to the total weight of the composition I).
The composition I) according to the invention may be in the form of a fluid or thickened liquid, gel or cream, preferably in the form of a cream.
Developer composition II
The dyeing composition B) placed in the kit according to the invention may comprise a developer composition II).
According to one embodiment of the invention, the developer composition II) is placed separately from the colorant composition I).
Oxidizing agent
Composition II) of composition B) according to the invention comprises at least one oxidizing agent.
The developer composition II) of the present invention may comprise one or more oxidizing agents which are generally used as one of the active components of the composition II). The term "oxidizing agent" means an oxidizing agent other than atmospheric oxygen. More particularly, the oxidizing agent is selected from hydrogen peroxide, carbamide peroxide, alkali metal bromates, peroxo salts, such as persulfates or perborates, peracids and precursors thereof, and alkali metal or alkaline earth metal salts; or a polymeric complex capable of releasing hydrogen peroxide.
Advantageously, the oxidizing agent is hydrogen peroxide.
The concentration of the oxidizing agent may be from 0.1 to 50% by weight, or preferably from 0.5 to 20% by weight, or from 1 to 15% by weight, based on the weight of composition II).
Solvent(s)
The developer composition II) according to the invention may comprise one or more solvents, for example water and/or organic solvents. Useful solvents may be selected from those discussed above for the "solvents" of composition I).
The compositions I) and II) of the dyeing composition B) can independently be used with identical or different solvents.
When water is used as solvent in the developer composition II) according to the present invention, it is preferably used in a content of 40 to 95 wt%, more preferably 50 to 90 wt%, or 60 to 85 wt%, relative to the total weight of the composition II).
Examples of water-soluble organic solvents that may be mentioned include polyols containing more than two hydroxyl functions, such as glycerol.
When present, the water-soluble organic solvent generally comprises from 0.01% to 10% by weight, and preferably from 0.1% to 5% by weight or from 0.5% to 1% by weight, relative to the total weight of the colorant composition I) according to the invention.
Surface active agent
The developer composition II) according to the invention may comprise one or more surfactants, such as anionic surfactants and/or nonionic surfactants, preferably nonionic surfactants. Useful surfactants may be selected from those discussed above for "surfactants" of composition I).
Chelating agent
The colorant composition I) and/or the developer composition II) of the dyeing composition B) according to the invention may comprise at least one chelating agent.
Useful chelating agents according to the invention include aminocarboxylic acids such as ethylenediamine tetraacetic acid (EDTA), aminotriacetic acid, diethylenetriamine pentaacetic acid, and in particular their alkali metal salts such as N, N-bis (carboxymethyl) glutamic acid, tetrasodium EDTA, tetrasodium salt of N, N-bis (carboxymethyl) glutamic acid (glutamic diacetic acid, GLDA); hydroxycarboxylic acids, such as citric acid, tartaric acid, glucuronic acid, succinic acid, ethylenediamine disuccinic acid (EDDS), and in particular their alkali metal salts; hydroxy amino carboxylic acids, such as hydroxyethyl ethylenediamine triacetic acid (HEDTA), dihydroxyethyl glycine (DEG), and in particular their alkali metal salts; polyphosphonic acids, and in particular alkali metal salts thereof; other organic acids containing phosphorus (phosphorus), such as phytic acid, and in particular alkali metal salts thereof, such as sodium phytate, potassium phytate; polycarboxylic acids such as polyacrylic acid, polymethacrylic acid, and in particular alkali metal salts thereof.
In one embodiment, the at least one water-soluble chelating agent is an alkali metal hydroxy polycarboxylate, represented by: alkanes containing 1 to 4 carbon atoms, preferably 2 or 3 carbon atoms, substituted by 1, 2 or 3 hydroxyl groups (-OH), preferably by one (1) hydroxyl group, and further by 2, 3, 4 or 5 carboxylic acid (salt) groups (-COOM), preferably by 2 or 3 carboxylic acid (salt) groups (-COOM), wherein a plurality of groups M independently represent H or an alkali metal, provided that at least one group M represents an alkali metal, such as Na, K or Li, preferably all groups M represent an alkali metal, such as Na, K or Li, preferably Na. More specifically, the at least one alkali metal hydroxypolycarboxylate may be selected from sodium tartrate, sodium citrate, potassium tartrate, potassium citrate and hydrates thereof, preferably sodium citrate, in particular trisodium citrate. Sodium citrate is used herein to refer to monosodium citrate, disodium citrate, and trisodium citrate, and other alkali metal hydroxy polycarboxylates can be understood in a similar manner.
The alkali metals mentioned above are particularly preferably sodium or potassium, in particular sodium. Accordingly, preferred chelating agents may comprise sodium citrate, tetrasodium EDTA, tetrasodium GLDA, trisodium EDDS, sodium phytate, or mixtures thereof.
In particular, the compositions I) and/or II) of the present invention may comprise at least one water-soluble chelating agent in a content of 0.01% to 1% by weight, in particular 0.1% to 0.4% by weight, relative to the total weight of the second composition.
Method and use
A subject of the invention is a process for dyeing human keratin fibres, in particular the hair, using the dye set as described above.
Another subject of the invention is a method for reducing staining of a dye composition using a dye set as described above.
Another subject of the invention is a method for slowing down the reaction of a dye or an intermediate using a dye set as described above.
The invention also relates to the use of a dye set as described above for dyeing keratin fibres, in particular hair.
The invention also relates to the use of a dye set as described above for reducing staining of a dye set.
The invention also relates to the use of a dye set as described above for slowing down the reaction of a dye or an intermediate (using a dye set as described above).
In particular, the invention relates to a method for slowing down the reaction of a dye or an intermediate thereof, characterized in that a pyrazolidine 3, 5-dione compound of formula (1), comprising phenyl methyl pyrazolone, is mixed with the dye.
Preferably, the pyrazolidine 3, 5-dione compound of formula (1) is mixed with the dye before the dye is applied, or the pyrazolidine 3, 5-dione compound of formula (1) is applied to a location where the dye has been applied for less than 10 minutes, less than 5 minutes, or less than 3 minutes.
The invention also relates to the use of pyrazolidine 3, 5-dione compounds of formula (1), including phenylmethyl pyrazolone, for reducing staining of dyes.
In another aspect, the present invention relates to the use of a composition for reducing staining in areas of non-keratin fibres while dyeing keratin fibres, wherein the composition comprises a pyrazolidine 3, 5-dione compound of formula (1) comprising phenyl methyl pyrazolone.
According to a preferred embodiment, the dyeing process of the present invention comprises mixing the colorant composition I) with the composition II) immediately before use and applying the mixture obtained as described above to keratin fibres.
More particularly, "mixing" or variations thereof is intended to mean the act of placing the colorant composition I) of the present invention in a container or palm, with or without stirring, together with the developer composition II) as described above.
According to a preferred variant of the preferred embodiment, the colorant composition I) according to the invention is placed in a container or palm together with the developer composition II) as described above without stirring it.
Regardless of the method used and the amount of composition used, one or more of the above compositions, optionally pre-mixed, are applied to wet or dry keratin fibers.
As described above in the section of "added form of the pyrazolidine 3, 5-dione compound of formula (1)", the pyrazolidine 3, 5-dione compound of formula (1) can be provided in various forms for use with the colorant composition I) and the developer composition II), thereby slowing down the reaction of the dye. In particular, if the pyrazolidine 3, 5-dione compound of formula (1) is placed in a chamber 2 separate from chamber 1, for the dye set according to the invention:
if the user does not want to slow down the dyeing, or does not care about staining by the dye, the chamber 2 may not be used;
if the user wishes to avoid any soiling, he/she can mix the chambers 2 and 1 before dyeing;
if the user wants to determine whether to use the chamber 2 according to whether contamination actually occurs, he/she can first use only the chamber 1 and can immediately apply the chamber 2 when the dyeing composition is attached to the hand or anywhere else; and
If the user wants to avoid soiling and desires quick staining, he/she can pre-apply the chamber 2 to the place where soiling is most likely to occur, but should be avoided, for example the hand.
Alternatively, if the pyrazolidine 3, 5-dione compound of formula (1) is provided together with the colorant composition I), for example directly added to the composition I), the dyeing process is often slowed down compared to the same dyeing process except for the absence of any pyrazolidine 3, 5-dione compound of formula (1).
The mixed composition (including the colorant composition I) and the developer composition II), and optionally the pyrazolidine 3, 5-dione compound of formula (1), is typically left in place on the fibers for a period of time typically from 1 minute to 1 hour and preferably from 5 minutes to 30 minutes.
The temperature during the process is generally between 20 and 80 ℃, and preferably between 20 and 60 ℃. After the treatment, the human keratin fibres are advantageously rinsed with water. They may optionally be further washed with shampoo, then rinsed with water, and then dried or air-dried.
This process may be repeated several times to obtain the desired coloration.
The dye set according to the invention enables a method for producing gradient colours to be obtained, comprising: providing a composition comprising a dye and component a) from a dye set; a first portion of the composition is applied for dyeing and a subsequent portion of the composition is applied at intervals, wherein the number of intervals depends on the number of colors to be obtained.
The dye sets described above may also be provided with means allowing the desired mixture to be delivered to the hair, as for example described in patent FR 2 586 913.
The following examples are given by way of illustration of the invention only.
Examples:
the amounts/concentrations of ingredients in the following compositions/formulations are expressed in weight percent relative to the total weight of each composition/formulation.
Example 1
Colorant compositions I-A and I-B (wherein the content is expressed as weight percent of the material relative to the total weight of the composition) were prepared from the ingredients shown in Table 1 below:
TABLE 1
Composition of the components I-A I-B
Lauric acid 3 3
Laureth-12 7 7
Cetostearyl alcohol 11.5 11.5
Ethylene glycol distearate 2 2
Oleyl alcohol polyether-30 4 4
Decyl alcohol polyether-3 10 10
Ethanolamine 1.35 1.35
Resorcinol 1 1
Para-phenylenediamine 1 1
Propylene glycol 7 7
EDTA 0.2 0.2
Ascorbic acid 0.25 0.25
Sodium metabisulfite 0.71 0.71
Ammonium hydroxide 12 12
Pyrazoline-3, 5-dione 2.5
Water and its preparation method QS QS
The following developer compositions II-A (wherein the content is expressed in weight% of the materials relative to the total weight of the composition) were prepared from the ingredients shown in Table 2 below:
TABLE 2
Composition of the components II-A
Cetostearyl alcohol (and) cetostearyl alcohol polyether-25 2.85
Tridecyl alcohol polyether-2 formamide MEA 0.85
Glycerol 0.5
Tetra sodium pyrophosphate 0.02
Sodium stannate 0.04
Pentetate pentasodium 0.15
Hydrogen peroxide 12
Water/AQUA QS
Example 2
Compositions I-A-B were mixed with compositions II-A-B, respectively, in a weight ratio of 1:1.5 to provide mixtures A and B.
The viscosity of the mixture was then measured according to CID-012-02H. The results are given in table 3 below:
TABLE 3 Table 3
Properties of (C) Mixture A Mixture B
Viscosity (M4) 20.5 28.5
Example 3
Compositions I-A-B were mixed with compositions II-A-B, respectively, in a weight ratio of 1:1.5 to provide mixtures A and B. The mixture was applied separately to 1 gram of hair sample on a hot plate at 27 ℃ for 30 minutes. The hair was rinsed in a beaker containing 400 ml of water for 10 seconds. The transparency of the rising water in the beaker was observed. Photographs were taken to record the experiment. The non-staining performance of the mixture was scored from 0 to 10 by an internal panelist panel, where 10 indicates complete cleaning and 0 indicates extremely dirty. The results are provided in table 4 below and fig. 1:
table 4 cleaning level performance
/>

Claims (14)

1. A dye set comprising the following components:
a) A pyrazolidine-3, 5-dione compound of formula (1):
wherein R is 1 And R is 2 Each independently is H, hydroxy, unsubstituted or substituted C1-C30 alkyl, unsubstituted or substituted C2-C30 alkenyl, cycloalkyl, unsaturated heterocyclyl, heterocyclyl or alkoxy, such as C1-C10 alkyl or halogen substituted C1-C10 alkyl, preferably C1-C6 alkyl or halogen substituted C1-C6 alkyl, C3-C10 alkenyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, or C3-C10 epoxyalkyl; and R is 3 Is H, or unsubstituted or halogen substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 unsaturated heterocyclyl, C3-C10 heterocycloalkyl, or C3-C10 alkoxy, such as C1-C6 alkyl or C1-C4 alkyl, preferably H, wherein halogen is preferably F, cl or Br; and
b) Dyeing composition b).
2. Dye set according to claim 1, wherein R 1 And R is 2 Each is C1-C6 alkyl or C1-C4 alkyl; and/or R 3 Is H.
3. Dye set according to any one of the preceding claims, wherein the pyrazolidine-3, 5-dione compound of formula (1) is selected from the group consisting of 1, 2-dimethyl-pyrazolidine-3, 5-dione, 1, 2-diethyl-pyrazolidine-3, 5-dione, 1, 2-dipropyl-pyrazolidine-3, 5-dione and 1, 2-dibutyl-pyrazolidine-3, 5-dione.
4. Dye set according to any one of the preceding claims, wherein the pyrazolidine-3, 5-dione compound of formula (1) is present in an amount of 0.0001 to 10 wt.%, or preferably 0.005 to 5 wt.%, or in particular 0.01 to 3 wt.%, or preferably 0.1 to 2 wt.%, relative to the total weight of the set.
5. A dye set according to any one of the preceding claims, wherein the pyrazolidine-3, 5-dione compound of formula (1) is placed in a chamber separate from the dyeing composition b).
6. Dye set according to any one of the preceding claims, wherein the dyeing composition b) comprises:
i) A colorant composition I), comprising:
i) At least one oxidation dye; and
wherein the oxidative dye comprises one or more oxidative chromophores selected from the group consisting of para-phenylenediamines, bis (phenyl) alkylene diamines, para-aminophenols, meta-aminophenols, ortho-aminophenols, heterocyclic chromophores, and addition salts thereof, and mixtures thereof;
and/or
Wherein the oxidative dye further comprises one or more coupling agents selected from the group consisting of meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based coupling agents, heterocyclic coupling agents and addition salts thereof, and mixtures thereof, to be combined with the oxidative chromophore.
7. Dye set according to claim 6, wherein the oxidative chromophore is present at 0.0001% to 10% by weight, preferably 0.01% to 5% by weight and better still 0.1% to 3% by weight, relative to the total weight of composition I); and/or the coupling agent is present in 0.0001% to 10% by weight, and preferably in 0.005% to 5% by weight, relative to the total weight of composition I).
8. Dye set according to claim 1, wherein the pyrazolidine-3, 5-dione compound of formula (1) is placed in the colorant composition I).
9. Dye set according to any one of the preceding claims, wherein the dyeing composition b) comprises:
II) a developer composition II) comprising:
ii) at least one oxidizing agent, wherein the oxidizing agent is selected from hydrogen peroxide, carbamide peroxide, alkali metal bromates, peroxo salts; and polymeric complexes capable of releasing hydrogen peroxide.
10. A dye set according to any of the preceding claims, containing component a) in two or more chambers at different concentrations.
11. A dye set according to any of the preceding claims, further comprising instructions indicating that the undesirably dyed areas can be rinsed in a time window after dyeing which is longer than the same dyeing composition in the absence of component a).
12. A dye set according to claim 11, wherein the time window is less than 10 minutes, less than 5 minutes, or less than 3 minutes.
13. Use of a dye set according to any of the preceding claims for dyeing in printing, paper, textiles, cosmetics, medical science and paints.
14. A process for reducing staining or slowing down the reaction of a dye or intermediate thereof in an area not desired to be stained by the dye or intermediate thereof, characterized by mixing a pyrazolidine-3, 5-dione compound of formula (1):
Wherein R is 1 And R is 2 Each independently is H, hydroxy, unsubstituted or substituted C1-C30 alkyl, unsubstituted or substituted C2-C30 alkenyl, cycloalkyl, unsaturated heterocyclyl, heterocyclyl or alkoxy, such as C1-C10 alkyl or halogen substituted C1-C10 alkyl, preferably C1-C6 alkyl or halogen substituted C1-C6 alkyl, C3-C10 alkenyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, or C3-C10 epoxyalkyl; and R is 3 Is H, or unsubstituted or halogen-substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 unsaturated heterocyclic group, C3-C10 heterocycloalkyl, or C3-C10 alkoxy, such as C1-C6 alkyl or C1-C4 alkyl, preferably H, wherein halogen is preferably F, cl or Br,
wherein the pyrazolidine-3, 5-dione compound of formula (1) is mixed with the dye before the dye is applied, or the pyrazolidine-3, 5-dione compound of formula (1) is applied to a part to which the dye has been applied for less than 10 minutes, less than 5 minutes, or less than 3 minutes.
CN202180100134.9A 2021-06-30 2021-06-30 Dye set Pending CN117615746A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2021/103696 WO2023272610A1 (en) 2021-06-30 2021-06-30 Dye kit

Publications (1)

Publication Number Publication Date
CN117615746A true CN117615746A (en) 2024-02-27

Family

ID=84602740

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202180100134.9A Pending CN117615746A (en) 2021-06-30 2021-06-30 Dye set

Country Status (3)

Country Link
CN (1) CN117615746A (en)
FR (1) FR3124721A1 (en)
WO (2) WO2023272610A1 (en)

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE626050A (en) 1962-03-30
DE1492175A1 (en) 1965-07-07 1970-02-12 Schwarzkopf Gmbh Hans Method for coloring living hair
US3820948A (en) * 1968-04-17 1974-06-28 Therachemie Chem Therapeut Process of dyeing human hair based on pyrazolone compounds
DE2359399C3 (en) 1973-11-29 1979-01-25 Henkel Kgaa, 4000 Duesseldorf Hair dye
DE3843892A1 (en) 1988-12-24 1990-06-28 Wella Ag OXIDATION HAIR AGENTS CONTAINING DIAMINOPYRAZOL DERIVATIVES AND NEW DIAMINOPYRAZOLE DERIVATIVES
JPH0563124A (en) 1991-09-03 1993-03-12 Mitsubishi Electric Corp Hybrid integrated circuit device
DE4133957A1 (en) 1991-10-14 1993-04-15 Wella Ag HAIR DYE CONTAINING AMINOPYRAZOLE DERIVATIVES AND NEW PYRAZOLE DERIVATIVES
DE4234887A1 (en) 1992-10-16 1994-04-21 Wella Ag Oxidation hair dye containing 4,5-diaminopyrazole derivatives as well as new 4,5-diaminopyrazole derivatives and process for their preparation
DE4234885A1 (en) 1992-10-16 1994-04-21 Wella Ag Process for the preparation of 4,5-diaminopyrazole derivatives, their use for dyeing hair and new pyrazole derivatives
DE4440957A1 (en) 1994-11-17 1996-05-23 Henkel Kgaa Oxidation dye
FR2733749B1 (en) 1995-05-05 1997-06-13 Oreal COMPOSITIONS FOR DYEING KERATINIC FIBERS CONTAINING DIAMINO PYRAZOLES, DYEING PROCESS, NOVEL DIAMINO PYRAZOLES, AND PREPARATION METHOD THEREOF
DE19539264C2 (en) 1995-10-21 1998-04-09 Goldwell Gmbh Hair Dye
DE19543988A1 (en) 1995-11-25 1997-05-28 Wella Ag Oxidative hair dye composition
FR2746310B1 (en) * 1996-03-22 1998-06-12 Oreal KERATINIC FIBER DYEING COMPOSITIONS CONTAINING PYRAZOLIN-3,5-DIONE; THEIR USE FOR DYEING AS COUPLERS, DYEING METHOD
FR2763841B1 (en) * 1997-06-03 2000-02-11 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2773481B1 (en) * 1998-01-13 2001-04-20 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2786094B1 (en) * 1998-11-20 2001-01-12 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2791563A1 (en) * 1999-03-29 2000-10-06 Oreal KERATIN FIBER OXIDATION DYEING COMPOSITION AND DYEING METHOD USING THE SAME
FR2801308B1 (en) 1999-11-19 2003-05-09 Oreal KERATINIC FIBER DYEING COMPOSITIONS CONTAINING 3-AMINO PYRAZOLO- [1, (- a] -PYRIDINES, DYEING PROCESS, NEWS 3-AMINO PYRAZOLO- [1,5-a] -PYRIDINES
FR2886135B1 (en) * 2005-05-31 2007-07-20 Oreal COMPOSITION FOR DYEING KERATIN FIBERS COMPRISING AT LEAST ONE DIAMINO-N, N-DIHYDRO-PYRAZOLONE DERIVATIVE AND A 2,3-DIAMINOPYRIDINE COUPLER
DE102005039456A1 (en) * 2005-08-18 2007-02-22 Henkel Kgaa Agent for dyeing keratinous fibers
JP5672255B2 (en) 2012-02-21 2015-02-18 新日鐵住金株式会社 Manufacturing method of forged steel roll
EP3989924A4 (en) * 2019-06-28 2023-08-16 L'oreal Cosmetic composition for the oxidative dyeing of keratin fibres

Also Published As

Publication number Publication date
WO2023272863A1 (en) 2023-01-05
WO2023272610A1 (en) 2023-01-05
FR3124721A1 (en) 2023-01-06

Similar Documents

Publication Publication Date Title
US11819562B2 (en) Composition for dyeing keratin fibres and use thereof
EP3229754B1 (en) Hair dyeing process using at least one dye, a titanium salt and an insoluble silicate
WO2020259214A1 (en) Composition for dyeing keratin fibres and use thereof
EP3010595B1 (en) Oxidation dyeing process using a composition rich in fatty substances which comprises metal catalysts and couplers
WO2016198656A1 (en) Hair dyeing process involving a dyeing step using a dye and a titanium salt, and a revealing step using an alkaline agent comprising not more than one amine function
US10328009B1 (en) Methods and compositions for improving the durability of color in artificially colored hair
US10398635B1 (en) Compositions and methods for improving color deposit and durability of color in artificially colored hair
CN117615746A (en) Dye set
WO2016035872A1 (en) Cosmetic composition for keratin fibers
WO2023272588A1 (en) Retardant composition of oxidation
CN117597104A (en) Combination for dyeing keratin fibres and use thereof
WO2023050168A1 (en) Retardant composition and dye kit comprising thereof
US20190083376A1 (en) Multi-step hair dyeing process using at least one titanium salt and a synthetic direct dye
JP2017109952A (en) Hair dye cosmetic
WO2023275206A1 (en) Composition comprising n,n-dicarboxymethylglutamic acid, at least one fatty alcohol, at least one fatty acid, at least one polyol, at least one alkaline agent and optionally at least one dye
JP2017109951A (en) Hair dye

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination