CN103249392A - Process for dyeing keratin fibres using resorcinol derivatives, sulfate salts, an oxidizing agent and a basifying agent - Google Patents
Process for dyeing keratin fibres using resorcinol derivatives, sulfate salts, an oxidizing agent and a basifying agent Download PDFInfo
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- CN103249392A CN103249392A CN2011800610134A CN201180061013A CN103249392A CN 103249392 A CN103249392 A CN 103249392A CN 2011800610134 A CN2011800610134 A CN 2011800610134A CN 201180061013 A CN201180061013 A CN 201180061013A CN 103249392 A CN103249392 A CN 103249392A
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- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
-
- 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
- A61K8/31—Hydrocarbons
- A61K8/315—Halogenated hydrocarbons
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/415—Aminophenols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
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Abstract
The invention relates to a process for dyeing keratin fibres, especially the hair, using i) at least one resorcinol derivative, ii) at least one particular sulfate salt, iii) at least one oxidizing agent and iv) at least one basifying agent. Another subject of the invention is a cosmetic composition for dyeing keratin fibres, comprising ingredients i) to iv) as defined previously. Another subject of the invention is a multi-compartment device comprising ingredients i), ii), iii) and iv). This dyeing process affords better colorations, which are chromatic, strong and fast, without the use of oxidation bases such as para-phenylenediamines and para-aminophenols.
Description
The present invention relates to a kind of use i) at least a resorcinol derivatives, ii) at least a sulfate, iii) at least a oxidant and iv) at least a basifier method that keratin fiber especially hair is dyeed.Described colouring method need not to use obtain under the situation of oxidation base such as p-phenylenediamine (PPD) compounds and p-aminophenyl phenolic compound bright, strong and firm preferable painted.
It is known way that the dye composite that employing comprises oxidation dye precursors obtains " forever " painted, described oxidation dye precursors is commonly called oxidation base, for example o-phenylenediamine or p-phenylenediamine (PPD) compounds, o-aminophenol or p-aminophenyl phenolic compound and heterocyclic compound.These oxidation bases are colourless or the chemical compound of color slightly, and it generates colored compound via the oxidative condensation process when oxidation product is combined.It is also known that can be by making up these oxidation bases and colour coupler (coupler) or painted improver to change by the resulting tone of these oxidation bases, colour coupler or painted improver especially are selected from aromatic meta-diamines, m-aminophenol and an xenol, and some heterocyclic compound such as the benzazolyl compounds that demonstrate light resistance and shampoo patience.
This oxidation dyeing method comprises to keratin fiber and applies alkali or alkali and colour coupler and as the hydrogen peroxide H of oxidant
2O
2Or the mixture of aqueous hydrogen peroxide solution, make its diffusion, wash fiber then.Therefrom painted be lasting, strong, and have toleration for external factor especially light, harsh weather, washing, perspiration and friction.
5,6-dihydroxy indole derivant also can generate shade by " autoxidation ", but gained painted be not always gratifying, especially colourity, color is strong or colour retention (remanence) aspect.
In order to obtain shade, the existence of p-phenylenediamine (PPD) oxidation base is almost indispensable.
Therefore, actual demand is to seek the new mode of not using aromatic amine such as p-phenylenediamine (PPD) compounds and p-aminophenyl phenolic compound ideally and keratin fiber being dyeed, its can obtain uniform, strong and/or bright have dark-toned painted, the described painted light stability that has, harsh climate had resistance, washable and sweat proof, oxidant for example aqueous hydrogen peroxide solution in the presence of enough stable in order to can make the fiber blast simultaneously with above-mentioned advantage.Also need to produce dark, strong and the painted dyeing system of protecting color, it does not rely on chemical oxidizing agent, can be by " autoxidation " system of aerial oxygen oxidation but depend on.
This purpose is achieved by the present invention, and a theme of the present invention is the method that keratin fiber is dyeed, and it comprises to keratin fiber and applying:
I) salt of the resorcinol derivatives of at least a formula (I) and organic or inorganic acid or alkali, with and solvate such as hydrate:
(I)
In formula (I), R
1And R
4Can be identical or different, represent hydrogen or halogen atom or be selected from following group:
Optional (the C that replaces
1-C
10) alkyl, especially randomly replaced by at least one hydroxyl;
(C
1-C
10) alkoxyl;
Suo Ji – C (O) – OH or Suo Suan Gen – C (O) – O
-, M
+M wherein
+Expression cation counterbalancing ion such as alkali metal or alkaline-earth metal or ammonium ion;
Zhi Ji – C (O) – O – R
5Huo – O – C (O) – R
5, R wherein
5Expression group (C
1-C
10) alkyl, Te other Shi – C (O) – O – R
5
Xian An Ji – C (O) – NR
6R
7Huo – N (R
6) – C (O) – R
7, R wherein
6And R
7Can be identical or different, expression hydrogen atom or group (C
1-C
10) alkyl, Te other Shi – C (O) – NH
2
(C
1-C
10) alkyl-carbonyl;
Hydroxyl; With
An Ji – NR
8R
9, R wherein
8And R
9Can be identical or different, expression hydrogen atom or group (C
1-C
10) alkyl, Te other Shi – NH
2;
Ii) at least a alkali metal, alkaline-earth metal or ammonium, (two) (C
1-C
6) alkylammonium or three (C
1-C
6) alkylammonium sulfate;
Iii) at least a oxidant, preferred chemical oxidizing agent; With
Iv) at least a basifier;
It is to be understood that
-component i) to iv) can be together or be applied to fiber separately;
-the pH that comprises component i compositions v) is alkaline pH, that is, and and greater than 7; Preferably between 7.5 and 12; And
-represent resorcinol when formula (I) chemical compound, that is, and R
1, R
2, R
3And R
4During the expression hydrogen atom, then described method is not used the p-phenylenediamine (PPD) compounds.
Another theme of the present invention is that it comprises for the cosmetic composition that keratin fiber is dyeed:
I) as the resorcinol derivatives of defined at least a formula (I) before this;
Ii) at least a sulfate;
Iii) at least a oxidant, preferred chemical oxidizing agent; With
Iv) at least a basifier;
It is to be understood that
The pH of-compositions is alkaline pH, that is, and and greater than 7; Preferably between 7.5 and 12; And
-represent resorcinol when formula (I) chemical compound, that is, and R
1, R
2, R
3And R
4During the expression hydrogen atom, then described method is not used the p-phenylenediamine (PPD) compounds.
Another theme of the present invention relates to multi-compartment device, and it comprises as defined component i before this) to iv).
Dye composite of the present invention and colouring method have makes human keratin fiber dyeing have the advantage of strong or bright coloration result, and described coloration result can anti-ly wash, perspiration, sebum and light, and is more lasting, and can not damage described fiber.In addition, the painted fiber that makes that uses described method to obtain has uniform color (few painted selectivity) from the root to the end.The tone that uses compositions of the present invention or method dyeing back to obtain is very strong, particularly is being higher than under the temperature of room temperature, preferably under the temperature between 45 ℃ and 80 ℃.
In addition, it is compatible using tone that compositions of the present invention or method obtain and bright oxidizing condition of standard.Described coloration result is lasting and even also can change after with the washing of several times shampoo.Described painted anti-especially shampoo.
Unless indicate in addition among the present invention, it is to be understood that
-"
Aryl" expression comprises monocycle or the multi-ring group of condensing of 6 to 22 carbon atoms or non-condensed, and wherein at least one ring is aromatic ring; Preferably, aryl is phenyl, xenyl, naphthyl, indenyl, anthryl or tetralyl; Preferably, aryl is phenyl;
-"
Aryl" or the aryl moiety of group can be selected from the substituent group replacement that following carbon atom carries by at least one:
● randomly by one or more C that are selected from following group replacement
1-C
16With preferred C
1-C
8Alkyl: hydroxyl, C
1-C
2Alkoxyl, C
2-C
4(many) hydroxy alkoxies base, acylamino-, by two C
1-C
4The amino that alkyl replaces, described two C
1-C
4Alkyl can be identical or different, randomly have at least one hydroxyl, or these two groups can form saturated or undersaturated, optional 5-7 unit's heterocycle and preferred 5 yuan or 6 yuan of heterocycles that replace with the nitrogen-atoms that is connected with them, optional another nitrogen or the non-nitrogen heteroatom of comprising of described heterocycle;
● halogen atom such as chlorine, fluorine or bromine;
● hydroxyl;
● (C
1-C
2) alkoxyl;
● (C
1-C
2) alkylthio group;
● (many) hydroxyls (C
2-C
4) alkoxyl;
● amino;
● 5 or 6 yuan of Heterocyclylalkyls such as cyclohexyl;
● optional cation 5 or 6 yuan of heteroaryls, preferred imidazoles, it is randomly by (C
1-C
4) alkyl, preferable methyl replaces;
● by one or two identical or different (C
1-C
6) amino that alkyl replaces, it is randomly replaced by following at least group:
I) hydroxyl;
Ii) amino, it is randomly by one or two optional C that replaces
1-C
3Alkyl replaces, and described alkyl can form saturated or undersaturated, the optional 5-7 unit heterocycle that replaces with the nitrogen-atoms that is connected with them, and described heterocycle randomly comprises at least one other nitrogen or non-nitrogen heteroatom;
●-N (R)-C (O)-R', wherein radicals R is hydrogen atom or the (C that randomly has at least one hydroxyl
1-C
4) alkyl, and radicals R ' be (C
1-C
2) alkyl;
● R
2N-C (O)-, wherein radicals R can be identical or different, expression hydrogen atom or randomly have (the C of at least one hydroxyl
1-C
4) alkyl;
● R'S (O)
2-N (R)-, wherein radicals R is represented hydrogen atom or is randomly had the C of at least one hydroxyl
1-C
4Alkyl, and radicals R ' expression (C
1-C
4) alkyl or phenyl;
● R
2N-S (O)
2-, wherein radicals R can be identical or different, expression hydrogen atom or randomly have (the C of at least one hydroxyl
1-C
4) alkyl;
● be the carboxyl of acid or salify (preferably with alkali metal or replacement or unsubstituted ammonium salify) form;
● cyano group;
● comprise 1-6 carbon atom and comprise the multi-haloalkyl of the identical or different halogen atom of 1-6, described multi-haloalkyl is for example trifluoromethyl;
● "
Aryl" be saturated straight or branched C
1-C
16, preferred C
1-C
8Hydrocarbyl group such as methyl or ethyl;
● the term " optional replacement " that is used for alkyl means described alkyl and can be replaced by one or more groups that are selected from following group: i) hydroxyl; Ii) (C
1-C
4) alkoxyl; Iii) acylamino-; Iv) randomly by one or two identical or different (C
1-C
6) amino that alkyl replaces, described alkyl can form 5-7 unit heterocycle with the nitrogen-atoms that carries them, and described heterocycle randomly comprises another nitrogen or non-nitrogen heteroatom; V) or quaternary ammonium group-N
+R'R''R''', M
-, for R', R'' and R''', it can be identical or different, expression hydrogen atom or (C
1-C
6) alkyl, perhaps-N
+R'R''R''' forms randomly by (C
1-C
6) the alkyl heteroaryl such as the imidazoles that replace, M
-The acid of expression organic or inorganic or corresponding halid counter ion counterionsl gegenions; Preferably when alkyl randomly replaced, it was replaced by at least one hydroxyl especially methylol;
● "
Alkoxyl" be alkyl oxy or alkyl-O-group, wherein alkyl is straight or branched C
1-C
16And preferred C
1-C
8Hydrocarbyl group;
● "
Alkylthio group" be alkyl-S-group, wherein alkyl is straight or branched C
1-C
16And preferred C
1-C
8Hydrocarbyl group;
● the ultimate value that limits numerical range is included in this numerical range; And
● term " at least one (kind) " expression " (kind) or a plurality of (kinds) ".
I) resorcinol derivatives of formula (I):
A concrete mode of the present invention relates to the resorcinol derivatives of formula (I):
R
1Expression:
Hydrogen atom;
Halogen atom, preferred chlorine atom;
Straight or branched (C
1-C
4) alkyl;
Hydroxyl;
Straight or branched (C
1-C
4) alkyl-carbonyl, the preferable methyl carbonyl;
As defined carboxyl or carboxylate group before this;
Amide groups such as – C (O) – NH
2Or
Amino as NH
2
And/or
R
3Expression:
Hydrogen atom;
-(the C that randomly replaced by hydroxyl
1-C
4) alkyl;
Carboxyl;
(C
1-C
4) alkyl-carbonyl, the preferable methyl carbonyl;
Hydroxyl;
Amide groups such as – C (O) – NH
2
Amino as NH
2Or
(C
1-C
4) alkoxyl, preferred methoxyl group;
And/or
R
2Or R
4Expression independently of one another:
Hydrogen atom;
Halogen atom, preferred chlorine atom;
Straight or branched (C
1-C
8) alkyl, and preferred (C
1-C
4) alkyl;
(C
1-C
4) alkoxyl, preferred methoxyl group;
Carboxyl;
Alkyl carboxylic acid ester group such as – C (O) – O – R
5, R wherein
5Expression (C
1-C
4) alkyl;
(C
1-C
4) alkyl-carbonyl, the preferable methyl carbonyl;
Hydroxyl; Or
Amino as-NH
2
According to a concrete mode of the present invention, the resorcinol derivatives of formula (I) is such derivant, wherein:
R
4The expression hydrogen atom; And
R
1Expression:
Hydrogen atom; Or
Straight or branched (C
1-C
4) alkyl;
And/or
R
3Expression:
Hydrogen atom;
Straight or branched (C
1-C
4) alkyl;
Hydroxyl; Or
(C
1-C
4) alkoxyl, preferred methoxyl group;
And/or
R
2Expression:
Hydrogen atom;
Halogen, preferred chlorine atom;
Straight or branched (C
1-C
4) alkyl;
(C
1-C
4) alkoxyl;
Carboxyl; Or
Hydroxyl.
More particularly, the resorcinol derivatives of formula of the present invention (I) is selected from following chemical compound:
And/or the salt of its organic or inorganic alkali and/or its solvate.
Preferably, the resorcinol derivatives of formula (I) is selected from as the defined chemical compound 1 to 11 of preceding table.
According to the present invention, resorcinol derivatives be that synthesize, natural or natural extract in find.For example, that can mention has a resorcinol, its be derived from as Resina Ferulae (
Galbanum), Ferula persica (
Sagapenum) or ancient fluffy Resina Ferulae (
Ferula galbaniflua) the gum resin extract of type such as genus.
According to an embodiment, the resorcinol derivatives of formula (I) is present in the compositions of oxygen-free agent or colour coupler.According to another embodiment, oxidation dye randomly exists with colour coupler, should understand oxidation base and be the oxidation base except the p-phenylenediamine (PPD) compounds.
In one modification of back, the total concentration of the resorcinol derivatives of formula (I) is far above other oxidation dye precursors at least ten times as the concentration that can be present in the alkali in the mixture.
Preferably, the exist concentration of resorcinol derivatives in compositions of the present invention or method is that every 100g (%) compositions of extract of comprising resorcinol derivatives or containing them is between 10
-4With 10
-1Between the mole, particularly between 10
-4With 5 * 10
-2Between the mole %, preferably between 0.01 and 0.025 mole of %.
Ii) sulfate:
Term " sulfate " refers to be derived from sulphuric acid H
2SO
4Salt, its sulfate ion is SO
4 2-(referring to "
Sulfites, Thiosulfates, and Dithionites",
Ullmann's Encyclopedia of Industrial Chemistry2005 Wiley-VCH Verlag GmbH ﹠amp; Co. KGaA, Weinheim-http://onlinelibrary.wiley.com/doi/10.1002/14356007.a25_477/pdf).The pH of sulfate of the present invention is for neutral or even slightly be acid (pH is between 7 and 6.6).
According to another preferred embodiment of the present invention, sulfate is formula M
2SO
3Or M'SO
3Sulfate or formula MHSO
3Disulfate, wherein M represents alkali metal such as Na, K or (two) (C
1-C
6) (alkyl) ammonium or three (C
1-C
6) alkylammonium such as NH
4 +
Sulfate of the present invention is alkali metal or alkaline-earth metal or ammonium, (two) (C especially
1-C
6) alkylammonium or three (C
1-C
6) alkylammonium salt; Preferably, the cation counterbalancing ion of sulfate is selected from sodium ion, potassium ion and ammonium ion.
Preferably, sulfate of the present invention is selected from:
A) potassium pyrosulfate [16731-55-8]: K
2S
2O
5
A) sodium pyrosulfate [7681-57-4]: Na
2S
2O
5
C) ammonium sulfate [10196-04-0]: (NH
4)
2SO
3
D) sodium sulfate [7757-83-7]: Na
2SO
3With
E) sodium bisulfate [7631-90-5]: NaHSO
3
According to the preferred embodiments of the invention, the sulfate that is used for compositions of the present invention or method accounts for about 0.001 weight % to 10 weight % for the gross weight of the compositions that comprises this or these sulfate, and about 0.05 weight % to 0.1 weight % more preferably.
According to preferred embodiment of the present invention, be used for the sulfate of compositions of the present invention or method between 0.25 and 10 mole of %, particularly between 0.5 and 10 mole of %; Between 2 and 10 moles of %; Between 0.5 and 10 mole of %.
Iii) oxidant:
In the context of the present invention, method of the present invention can be carried out lacking under the situation of chemical oxidizing agent (that is, under the effect at aerial oxygen).
According to another colouring method of the present invention, described method is used chemical oxidizing agent.
The term chemical oxidizing agent refers to:
A) ozone;
B) alkali metal or quaternary ammonium persalt such as perborate, persulfate, percarbonate or peroxide phosphoric acid salt or Oxone; Described oxidant is selected from Dexol, sodium peroxydisulfate, potassium peroxydisulfate, Ammonium persulfate., SODIUM PERCARBONATE and potassium percarbonate especially;
C) C
1-C
4Aliphatic series and C
6-C
20Aromatics organic peracid and percarboxylic acids salt form thereof, for example performic acid, peracetic acid, benzylhydroperoxide derivant, trifluoroacetic acid, peroxide phthalic acid, peroxy maleic acid, Perpropionic Acid; Described oxidant is in particular peracetic acid;
D) organic peroxide such as bisoxirane, C
1-C
6Alkyl peroxide, benzoyl peroxide, peroxidating (C
1-C
6) alkyl carboxylic acid ester, two (three) (C
1-C
6) alkyl silicyl peroxide such as two (trimethyl silyl) peroxide, C
1-C
6Alkyl peroxy dicarbonate and pelargonyl group oxygen base benzene sulfonic acid sodium salt are described in patent WO 19,95/,000 625 and US 4 412 934;
E) oxide anion such as nitrite anions, nitrate anion, hypochlorite, Hydrogen oxybromide (HOBr) root, Hypoiodous acid (HIO) root, chlorite, bromous acid root, idous acid group, chlorate anions, bromate, iodate and periodate; Described oxidant is selected from alkali metal hypochlorite or periodate especially, as sodium hypochlorite or sodium metaperiodate;
F) stablize group N-oxygen base (NO
.), as group 2,2,6,6-four (C
1-C
6) Alkylpiperidine subbase-oxygen base, 2,2,6,6-four (C
1-C
6) alkyl morpholine generation-oxygen base, nitroso-group disulfonic acid Fremy (Fr é my nitrosodisulfonate salt), morpholine N-oxide; Described oxidant is selected from 2,2,6,6-tetramethyl-piperidyl oxygen base especially;
G) multivalence iodine derivant such as iodine triacetate, iodosobenzene, three acetic acid iodobenzenes, iodine benzylhydroperoxide derivant, periodinane, alkyl and benzoyl hypoiodite;
More preferably, described oxidant is selected from iodine triacetate, iodosobenzene, three acetic acid iodobenzenes, iodine benzylhydroperoxide and the high iodine reagent of Dai Si-Martin (Dess-Martin periodinane).
H) following organic compound: N-halo butanimide, TCCA (Trichloroisocyanuric acid), N-hydroxyl phthalimide and alkyl nitride.
These oxidants are a) to h) optional carrier can be selected from Silicon stone, Alumina, Linesless charcoal and charged polymer or neutral polymer.
I) hydrogen peroxide or aqueous hydrogen peroxide solution
Or the system of generation hydrogen peroxide, for example:
I-1) urea peroxide;
I-2) can discharge the polymer complex of hydrogen peroxide, for example polyvinyl pyrrolidone/H
2O
2(particularly being powder type), and US 5 008 093; US 3 376 110; Other polymer complex of describing among the US 5 183 901;
I-3) in the presence of suitable substrates (for example to glucoseoxidase and salt be glucose or uricase is uric acid), produce the oxidase of hydrogen peroxide;
I-4) metal peroxides of generation hydrogen peroxide, for example calper calcium peroxide or Magnesium dioxide in water;
I-v) perborate; Or
I-vi) percarbonate.
Especially, described chemical oxidizing agent is selected from i) hydrogen peroxide or generate the system of hydrogen peroxide more particularly is H
2O
2
According to a preferred embodiment of the invention, described method is used one or more systems that generate hydrogen peroxide, is selected from i) urea peroxide, i-2) discharge the polymer complex of hydrogen peroxide, it is selected from polyvinyl pyrrolidone/H
2O
2I-3) oxidase; I-v) perborate and i-vi) percarbonate.
More preferably, compositions of the present invention comprises hydrogen peroxide.
In addition, the compositions that comprises hydrogen peroxide or peroxidating hydrogen generating agent also comprises various adjuvant, these adjuvant be generally used for hair dye composition and as hereinafter title for "
Cosmetic composition" part in define.
According to a concrete mode of the present invention, account for 0.001% to 12% weight (being expressed as hydrogen peroxide with respect to the gross weight with respect to the compositions that comprises described hydrogen peroxide or described system) system preference of used hydrogen peroxide or used generation hydrogen peroxide.More particularly, the concentration of 20 volume aqueous hydrogen peroxide solutions is that every 100g (%) comprises the compositions of peroxide between 0.01 and 0.15 mole; Preferably between 10
-4With 5 * 10
-1Between the mole %, especially between 0.0125 and 0.25 mole of %.
Iv) basifier
The basifier that iv) is present in the compositions of the present invention or is used for colouring method of the present invention with four-component is for being used for improving the pH of the compositions that has it and being different from as the reagent of defined sulfate before this.Basifier is brnsted base (Br nsted base), Luo Rui alkali (Lowry base) or lewis base (Lewis base).It can be inorganic or organic.
Especially, described reagent is selected from i) carbonic acid (hydrogen) salt; Ii) ammonia; Iii) alkanolamine such as monoethanolamine, diethanolamine, triethanolamine and derivant thereof; Iv) oxyethylation and/or oxypropylation ethylenediamine; V) inorganic or organic hydroxide; Vi) alkali silicate such as sodium metasilicate; Vii) aminoacid, preferred bases acidic amino acid such as arginine, lysine, ornithine, citrulline and histidine; And the viii) chemical compound of following formula (II):
In formula (II), W is divalent group (C
1-C
10) alkylidene, it is randomly by at least one hetero atom such as O, S or NR
eAt interval and/or described alkylidene randomly by at least one hydroxyl or group (C
1-C
4) the alkyl replacement; R
a, R
b, R
c, R
dAnd R
eCan be identical or different, expression hydrogen atom, (C
1-C
4) alkyl or C
1-C
4Hydroxyalkyl is preferably propylidene.
Inorganic or organic hydroxide preferably is selected from a) alkali-metal hydroxide; B) hydroxide of alkaline-earth metal, for example sodium hydroxide or potassium hydroxide; C) hydroxide of transition metal, for example hydroxide of III, IV, V and VI family metal; D) hydroxide of lanthanide series or actinides, quaternary ammonium hydroxide and hydroxide guanidine.
But the hydroxide original position forms,, for example by making the reaction of calcium hydroxide and guanidine carbonate form the hydroxide guanidine.
Term " carbonic acid (hydrogen) salt i) " refer to:
A) alkali-metal carbonate (Met
2 +, CO
3 2-), the carbonate of alkaline-earth metal (Met '
2+, CO
3 2-), the carbonate of ammonium ((R ' '
4N
+)
2, CO
3 2-) the carbonate of Huo Phosphonium ((R ' '
4P
+)
2, CO
3 2-), wherein Met ' represents alkaline-earth metal, Met represents alkali metal, and R ' ' can be identical or different, expression hydrogen atom or the optional (C that replaces
1-C
6) alkyl such as ethoxy) and
B) bicarbonate (bicarbonate) is also referred to as bicarbonate (hydrogen carbonate), and it is expressed from the next:
R '+, HCO
3 -, wherein R ' represents hydrogen atom, alkali metal or ammonium atomic group R ' '
4N
+-or the former subbase R ' ' of Phosphonium
4P
+-, wherein R ' ' can be identical or different, expression hydrogen atom, the optional (C that replaces
1-C
6) alkyl such as ethoxy, and when R ' expression hydrogen atom, then bicarbonate is called as carbonic acid dihydric salt (CO
2, H
2O); And
Met '
2+(HCO
3 -)
2, wherein Met ' represents alkaline-earth metal.
More particularly, basifier is selected from carbonic acid (hydrogen) salt of alkali metal or alkaline-earth metal; Preferred as alkali carbonic acid (hydrogen) salt.
The carbonate that Na, K, Mg and Ca are arranged that can mention or bicarbonate and composition thereof, particularly sodium bicarbonate.These bicarbonates can be derived from natural water, for example from the water source of basin, Vichy (Vichy basin), La Roche ripple match (La Roche Posay) water or the many water of ripple (Badoit water) (referring to for example, patent documentation FR 2 814 943).That can mention especially, has sodium carbonate [497-19-8]=Na
2CO
3, sodium bicarbonate or sodium bicarbonate [144-55-8]=NaHCO
3With carbonic acid sodium dihydrogen=Na (HCO
3)
2
According to a particularly advantageous embodiment, basifier iv) is selected from i) bicarbonate of bicarbonate, particularly alkali metal or ammonium; Ii) ammonia; Iii) alkanolamine such as ethanolamine or 2-amino-2-methyl-1-propanol, more preferably ammonia.
In the compositions of basifier as described in every 100g (%) comprises, preferably account for 10 as defined basifier before this
-3To 2.5 * 10
-1Mole, particularly 0.05 to 0.5 mole of % is preferably 0.1 to 0.25 g%(in the weight of compositions).
V) Ren Xuan one or more mordants
Compositions of the present invention also can comprise and is generally used for textile industry and goes up acceptable mordant or mordant dyeing reagent for beauty treatment, and it preferably is metallic salt form, for example iron salt, aluminum salt, titanium salt, calcium salt, manganese salt, mantoquita, zinc salt or strontium salt.For example, mordant can be iron sulfate, ferrous gluconate, iron chloride, iron acetate, manganese gluconate, copper sulfate, ferrous gluconate, copper, copper chloride, Schweinfurt green, zinc gluconate, calcium chloride, magnesium chloride, oxalic acid titanyl potassium (potassium titanyl oxalate) or strontium acetate.Preferably, used mordant is iron sulfate.
Especially, mordant is present in the described compositions with the ratio between 0.001% and 10% with respect to the gross weight of the compositions that comprises it.
According to another specific embodiments of the present invention, colouring method of the present invention and compositions are not all used or are comprised mordant dyeing reagent.
Water:
According to one embodiment of the invention, water preferably is contained in the method for the present invention.It can derive from the moistening of keratin fiber and/or derive from and comprise as defined compound i before this) to iv) compositions or derive from one or more other compositionss.Preferably, water is from least a compositions, and described compositions comprises at least a being selected from as defined i before this) to iv) chemical compound.
Cosmetic composition:
Cosmetic composition of the present invention is that beauty treatment is upward acceptable, that is, it comprises dye carrier, and described dye carrier comprises the mixture of water or water and one or more organic solvents usually, or the mixture of organic solvent.
Term " organic solvent " refers to need not that it is carried out chemical modification just can dissolve or be distributed to organic substance in the another kind of material.
Organic solvent:
The example of the organic solvent that can mention comprises C
1-C
4Lower alcohol such as ethanol and isopropyl alcohol; Polyhydric alcohol and polyol ethers such as butoxy ethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, hexanediol and aromatic alcohol such as benzyl alcohol or phenyl phenol.
Organic solvent with respect to the gross weight of dye composite preferably with about 1 weight % to 40 weight % in addition more preferably the ratio of about 5 weight % to 30 weight % exist.
Adjuvant:
The compositions of colouring method of the present invention also can comprise the conventional various adjuvant that use, for example anion, cation, nonionic, both sexes or zwitterionic surfactant or its mixture in the hair dye composition; Anion, cation, nonionic, both sexes or amphoteric ion polymer or its mixture; The thickening agent inorganic or organic thickening agent, particularly anion, cation, nonionic and amphiphilic polymers are relevant; Antioxidant; Penetrating agent; Sequestering agent; Aromatic; Buffer agent; Dispersant; Regulator, for example volatile or nonvolatile, modification or unmodified silicone; Film former; Ceramide; Antiseptic or opacifier.
Described adjuvant preferably is selected from surfactant (for example anion or non-ionic surface active agent) or its mixture and inorganic or organic thickening agent.
Above-mentioned adjuvant separately with respect to the weight of compositions usually with between 0.01 weight % and the 40 weight %, the amount between preferred 0.1 weight % and the 20 weight % exists.
Certainly, those skilled in the art selects this or these additional compound with being careful, makes not to be subjected to the favourable character that can be used for the compositions internal association of shaping methods of the present invention or not expected the adverse effect of adding basically.
Additional dye:
Use as defined component i before this) to iv) method or comprise as defined component i before this) also can use or comprise one or more additional direct dyess to iv) cosmetic composition of the present invention.These direct dyess for example are selected from the direct staining conventional those that use, and that wherein can mention has any aromatics commonly used and/or a non-aromatic dyestuff, for example neutral, acidity or cation Nitrobenzol direct dyes; Neutrality, acidity or cationic azo direct dyes; Natural direct dyes except 0,0-diphenol; Neutrality, acidity or cation quinone, particularly anthraquinone direct dyes; Azine, triarylmethane, iodine amine (indoamine), methine, styryl, porphyrin, metalloporphyrin, phthalocyanine, cyanine and methine direct dyes; And fluorescent dye.All these additional dye are different from neighbour-2,2 '-biphenol derivative of the present invention.
In natural direct dyes, that can mention has lawsone (lawsone), juglone (juglone), indigo (indigo), isatin (isatin), curcumin (curcumin), penicillium spinulosum element (spinulosin), apigenidin (apigenidin) or an orcein (orcein).Can also utilize the extract or the decoct that contain these natural dyes, particularly based on paste or the extract of Flos Impatientis.
The additional direct dyes that is used for compositions preferably accounts for about 0.001 weight % to 10 weight % with respect to the gross weight of the compositions that comprises it, even about 0.05 weight % to 5 weight % more preferably.
Use as defined component i before this) to the compositions of iv) method or comprise as defined component i before this) also can use or comprise conventional one or more oxidation bases and/or one or more colour couplers that uses in the dyeing keratinous fibres to iv) cosmetic composition of the present invention.
In described oxidation base, that can mention has p-phenylenediamine (PPD) compounds, two (phenyl) Alkylenediamine compounds, p-aminophenyl phenolic compound, two-the p-aminophenyl phenolic compound, o-aminophenol compounds, heterocyclic bases and an addition salts thereof.
In these colour couplers, that can mention especially has m-diaminobenzene. compounds, m-aminophenyl phenolic compound, an xenol compounds, naphthyl colour coupler and heterocyclic coupler agent and an addition salts thereof.
The oxidation base that is present in the compositions exists with the amount between 0.001 weight % and 10 weight % separately with respect to the gross weight meter of correspondent composition.
Work as oxidation base, when especially aromatic amine such as p-phenylenediamine (PPD) compounds and/or p-aminophenyl phenolic compound are present in the compositions of the present invention or are used for method of the present invention, its amount make as before this ratio of the amount of the amount/oxidation base of the resorcinol derivatives of defined formula (I) at least greater than 5; Be preferably greater than 10; More preferably greater than 20.
According to an optimal way of the present invention, colouring method of the present invention and compositions do not contain p-phenylenediamine (PPD) compounds and/or p-aminophenyl phenolic compound.
Cosmetic composition of the present invention can be various galenic dosage forms (galenical form), for example powder, lotion, mousse, cream or gel or be suitable for any other form that keratin fiber is dyeed.It also can be modulated (conditioned) and form mousse in aerosol can in the moving bottle of the pump that does not contain propellant (pump-action bottle) or under pressure, in the presence of propellant.
The pH of compositions
Comprise the pH of the iv) compositions of basifier greater than 7, preferably between 8 and 12, especially between 8 and 10.
If compositions does not contain any basifier, the pH that then comprises the compositions of oxidant (for example system of hydrogen peroxide or generation hydrogen peroxide) is preferably lower than 7, more particularly between 1 and 5.
Preferably, comprise as the resorcinol derivatives of defined formula (I) before this and the pH that do not contain the compositions of any basifier and be lower than 7 and preferably between 3 and 6.5.
According to a concrete mode of the present invention, comprise sulfate and contain or the pH of the compositions of alkali-free agent greater than 7 and preferably between 8 and 12.
Can by acidulant commonly used in the dyeing keratinous fibres or basifier (as before this "
Iv) basifier " define) or use the standard buffer system with the pH regulator of these compositionss to expected value.
Be used for the acidulant of compositions, can mention especially for being selected from derived from those of following salt: i) hydrochloric acid HCl; Ii) hydrobromic acid HBr; Iii) sulphuric acid H
2SO
4Iv) alkyl sulfonic acid: Alk-S (O)
2OH such as methanesulfonic acid and ethyl sulfonic acid; V) aryl sulfonic acid: Ar-S (O)
2OH such as benzenesulfonic acid and toluenesulfonic acid; Vi) citric acid; Vii) succinic acid; Viii) tartaric acid; Ix) lactic acid; X) alkoxyl sulfinic acid: Alk-O-S (O) OH such as methoxyl group sulfinic acid and ethyoxyl sulfinic acid; Xi) aryloxy group sulfinic acid such as toloxyl sulfinic acid and phenoxy group sulfinic acid; Xii) phosphoric acid H
3PO
4Xiii) acetic acid CH
3COOH; Xiv) trifluoromethanesulfonic acid CF
3SO
3H; And xv) Tetrafluoroboric acid HBF
4
The colouring method of one or more steps
According to a specific embodiments of the present invention, described colouring method carries out in the following manner with one or more steps: apply the cosmetic composition that one or more comprise following ingredients to keratin fiber, described composition is present in the described compositions together or independently:
I) as the resorcinol derivatives of defined at least a formula (I) before this;
Ii) at least a sulfate;
Iii) at least a oxidant, preferred chemical oxidizing agent; With
Iv) at least a basifier;
It is to be understood that
-the pH that comprises component i compositions v) is alkaline pH, that is, and and greater than 7; Preferably between 7.5 and 12; And
-represent resorcinol when formula (I) chemical compound, that is, and R
1, R
2, R
3And R
4During the expression hydrogen atom, then described method is not used the p-phenylenediamine (PPD) compounds; And
At least a in the-described compositions is moisture.
Apply and comprise component i), the remaining time between the step of compositions ii), iii) and/or iv) is set between 3 minutes and 120 minutes, preferably between 10 minutes and 60 minutes, more particularly between 15 minutes and 45 minutes.
Keratin fiber moistening in advance or not moistening in advance.
More particularly, in the method for the invention, chemical oxidizing agent such as hydrogen peroxide iii):
-with component i), ii) and iv) mix;
-or comprise component i applying), ii) and after the cosmetic composition iv) apply separately; Perhaps
-or comprise component i applying) and cosmetic composition iv) after with component i i) apply.
A specific embodiments of the present invention relates to the method that dyes with one or two step.
According to a concrete mode of the present invention, the method that keratin fiber dyes is carried out with single step by apply cosmetic composition of the present invention to keratin fiber, described cosmetic composition is preferably moisture, comprises:
I) as the resorcinol derivatives of defined at least a formula (I) before this;
Defined at least a sulfate ii) as before this;
Defined at least a oxidant iii) as before this, preferred chemical oxidizing agent; With
Iv) at least a basifier;
It is to be understood that
The pH of-compositions is alkaline pH, that is, and and greater than 7; Preferably between 7.5 and 12; And
-represent resorcinol when formula (I) chemical compound, that is, and R
1, R
2, R
3And R
4During the expression hydrogen atom, then described method is not used the p-phenylenediamine (PPD) compounds.
Remaining time after applying is set in usually between 5 minutes and 24 hours, especially between 10 minutes and 120 minutes, and more particularly between 15 minutes and 60 minutes, especially between 15 minutes and 45 minutes.
According to another specific embodiments of the present invention, the method that keratin fiber dyes is carried out with two steps.
In first kind of modification, two step method comprise: apply to described fiber in a first step comprise as defined component i before this), ii) and cosmetic composition iv), then in second step, apply to described fiber and to comprise as the ii) cosmetic composition of at least a chemical oxidizing agent of defined component i before this, it is moisture should understanding at least a in two kinds of cosmetic compositions.
In second kind of modification of the method that keratin fiber is dyeed with two steps, first step comprises applying to described fiber and comprises as defined component i before this) and compositions iv), then in second step, apply to described fiber and to comprise as defined component i i before this) and second cosmetic composition iii), should be understood that at least a in preferred two kinds of compositionss is moisture.
A favourable aspect relates to colouring method as previously described, at first be by with as before this defined at least a mordant (referring to "
V) Ren Xuan one or more mordants")
Keratin fiber is carried out initially treated one or more mordant dyeing step.Mordant especially is present in the cosmetic composition and applied at least 5 minutes before carrying out colouring method, and described cosmetic composition comprises as defined component i before this) to iv).Especially, used mordant is iron sulfate.
Another favourable aspect relates to the follow-up post-processing step of colouring method as previously described, for example carries out the shampoo hair washing, washes (for example water) and/or comes dry keratin fiber by the heat treatment that hereinafter defines with the standard shampoo.
Preferably, colouring method of the present invention comprises as defined component i before this by applying to keratin fiber) come a step to carry out to compositions of the present invention iv), wash (for example water) then, carry out with the standard shampoo that shampoo is had one's hair wash and/or the post-processing step of dry keratin fiber.
Regardless of applying method, apply temperature usually between room temperature (15 ℃ to 25 ℃) with between 150 ℃, especially between 15 ℃ and 85 ℃, preferably between 20 ℃ and 60 ℃.Therefore, after applying compositions of the present invention, can come advantageously hair to be heat-treated by the temperature that is heated between 30 ℃ and 60 ℃.In practice, can implement this operation by typing cover, hair drier, infrared ray allotter and other conventional firing equipment.
But serviceability temperature is between between 60 ℃ and 220 ℃ and preferably adding hot iron plate (heating iron) as heating tool and hair straighten tool between 120 ℃ and 200 ℃.
A concrete mode of the present invention relates to the colouring method that carries out under room temperature (25 ℃).
In all concrete modes and modification of previously described method, mentioned compositions is the instant compositions, and it can especially mix the compositions that is present in the staining kit and produce by interim two or more compositionss of mixing.
Dyeing apparatus or " test kit ":
Another theme of the present invention is many compartments dyeing apparatus or " test kit ".Advantageously, this test kit comprises 2 to 5 compartments that contain 2 to 5 kinds of compositionss, wherein is distributed with following composition: i) as the resorcinol derivatives of defined at least a formula (I) before this; Defined at least a sulfate ii) as before this; Iii) at least a chemical oxidizing agent such as hydrogen peroxide; Defined at least a basifier iv) as before this.
According to first modification, described test kit comprises five compartments, and preceding four compartments comprise pulverous respectively as defined component i before this), ii), iii) and iv), the 5th compartment comprises waterborne compositions such as water.In this case, compound i ii) is hydrogen peroxide precursor.
Perhaps, described test kit comprises four compartments, and first three compartment comprises pulverous respectively as defined composition component i before this), ii) and iv), the 4th compartment comprises waterborne compositions such as water.
Another kind of modification relates to a kind of four compartment test kits, and at least one compartment in the described compartment comprises waterborne compositions, and comprises as defined component i before this) to iv).
Another preferred embodiment relates to a kind of device, and it comprises three compartments:
(a) first compartment comprises compositions, and described compositions contains:
I) as the resorcinol derivatives of defined at least a formula (I) before this; And
(b) second compartment comprises compositions, and described compositions contains:
Defined at least a sulfate ii) as before this;
Iii) at least a chemical oxidizing agent such as hydrogen peroxide;
(c) the 3rd compartment comprises iv) as defined at least a basifier before this.
In this another embodiment, at least a preferably moisture and resorcinol derivatives formula (I) in three kinds of compositionss can be powder type.
Also can have three compartment test kits, first test kit a) comprise contain i) resorcinol derivatives of at least a formula (I) and the compositions of defined at least a sulfate ii) as before this, the second test kit b) comprise the compositions that contains iii) at least a chemical oxidizing agent such as hydrogen peroxide, the 3rd test kit c) comprise and contain iv) as the compositions of defined at least a basifier before this.
In this another test kit, at least a in the described compositions is preferred moisture.This compositions preferably comprises hydrogen peroxide.
According to a concrete mode of the present invention, test kit comprises two compartments: first test kit comprises and contains i) defined at least a suc as formula the resorcinol derivatives of (I), ii) as before this defined at least a sulfate, the iii) compositions of at least a chemical oxidizing agent such as hydrogen peroxide before this, second test kit comprises iv) as defined at least a basifier before this.
In two compartment test kits, also can have such test kit, it comprises in first compartment and contains as defined compound i before this), ii) and compositions iv), and in second compartment, comprise and contain as the ii) compositions of at least a chemical oxidizing agent such as hydrogen peroxide of defined compound i before this.
According to a modification, device of the present invention also comprises the additive composition (c) that contains one or more reagent treatment.
The compositions of device of the present invention is independently being modulated in the compartment, and it is for example carefully brushed, slightly brushes or sponge randomly with the suitable identical or different instrument that applies.
Above-mentioned device also can be equipped with for the instrument that desired mixt is assigned on the hair, for example the device of describing among the patent FR 2 586 913.
Dyeing embodiment
Embodiment 1:
Prepare following four kinds of compositionss:
With every kind of resulting composition of 10g
(A)Extremely
(D)Be applied to the tuft of sending out that 0.5g contains 90% white hair.Under 45 ℃ through 60 minutes remaining time after, will send out tuft flushing, with the washing of standard shampoo, dry then.
Coloration result:
Under the situation that does not have the p-phenylenediamine (PPD) compounds, after compositions-treated of the present invention, the dyeing of sending out tuft is strong and bright in luster.Painted all have patience to washing and light.
| Compositions | Natural the tuft that contains 90% white hair handled color afterwards |
| (A) | Bottle green |
| (B) | Dark blue-green |
| (C) | Dark bordeaux red |
| (D) | Cream-coloured deeply. |
According to identical scheme and by applying identical with (A) to (D) but the compositions of sulfur-bearing hydrochlorate not, send out a tuft dyeed slightly by the utmost point (extremely shallow golden yellow).
Claims (15)
1. the method that keratin fiber is dyeed, it comprises to described keratin fiber and applying:
I) salt of the resorcinol derivatives of at least a formula (I) and organic or inorganic acid or alkali, with and solvate such as hydrate:
(I)
In described formula (I), R
1And R
4Can be identical or different, represent hydrogen or halogen atom or be selected from following group:
Optional (the C that replaces
1-C
10) alkyl;
(C
1-C
10) alkoxyl;
Suo Ji – C (O) – OH or Suo Suan Gen – C (O) – O
-, M
+M wherein
+Expression cation counterbalancing ion such as alkali metal or alkaline-earth metal or ammonium ion;
Zhi Ji – C (O) – O – R
5Huo – O – C (O) – R
5, R wherein
5Expression group (C
1-C
10) alkyl, Te other Shi – C (O) – O – R
5
Xian An Ji – C (O) – NR
6R
7Huo – NR
6– C (O) – R
7, R wherein
6And R
7Can be identical or different, expression hydrogen atom or group (C
1-C
10) alkyl, Te other Shi – C (O) – NH
2
(C
1-C
10) alkyl-carbonyl;
Hydroxyl; With
An Ji – NR
8R
9, R wherein
8And R
9Can be identical or different, expression hydrogen atom or group (C
1-C
10) alkyl, Te other Shi – NH
2
Ii) at least a alkali metal, alkaline-earth metal or ammonium, (two) (C
1-C
6) alkylammonium or three (C
1-C
6) alkylammonium sulfate;
Iii) at least a oxidant; With
Iv) at least a basifier;
It is to be understood that
-component i) to iv) can be together or be applied to fiber separately;
-the pH that comprises component i described compositions v) is alkaline pH, that is, and and greater than 7; Preferably between 7.5 and 12; And
-described method is not used p-phenylenediamine (PPD) compounds or p-aminophenyl phenolic compound.
2. according to the described colouring method of last claim, the resorcinol derivatives of wherein said formula (I) is such: R
1Expression:
Hydrogen atom;
Halogen atom, preferred chlorine atom;
Straight or branched (C
1-C
4) alkyl;
Hydroxyl;
(C
1-C
4) alkyl-carbonyl, the preferable methyl carbonyl;
As defined carboxyl or carboxylate group before this;
Amide groups such as – C (O) – NH
2Or
Amino as NH
2
3. according to the described colouring method of last claim, the resorcinol derivatives of wherein said formula (I) is such: R
1Expression:
Hydrogen atom; Or
Straight or branched (C
1-C
4) alkyl.
4. according to each described colouring method in the aforementioned claim, the resorcinol derivatives of wherein said formula (I) is such: R
3Expression:
Hydrogen atom;
-(the C that randomly replaced by hydroxyl
1-C
4) alkyl;
Carboxyl;
(C
1-C
4) alkyl-carbonyl, the preferable methyl carbonyl;
Hydroxyl;
Amide groups such as – C (O) – NH
2
Amino as NH
2Or
(C
1-C
4) alkoxyl, preferred methoxyl group.
5. according to the described colouring method of last claim, the resorcinol derivatives of wherein said formula (I) is such: R
3Expression:
Hydrogen atom;
Straight or branched (C
1-C
4) alkyl;
Hydroxyl; Or
(C
1-C
4) alkoxyl, preferred methoxyl group.
6. according to each described colouring method in the aforementioned claim, the resorcinol derivatives of wherein said formula (I) is such: R
2Or R
4Expression:
Hydrogen atom;
Halogen atom, preferred chlorine atom;
Straight or branched (C
1-C
8) alkyl, and preferred (C
1-C
4) alkyl;
(C
1-C
4) alkoxyl, preferred methoxyl group;
Carboxyl;
Alkyl carboxylic acid ester group such as – C (O) – O – R
5, R wherein
5Expression (C
1-C
4) alkyl;
(C
1-C
4) alkyl-carbonyl, the preferable methyl carbonyl;
Hydroxyl; Or
Amino as-NH
2
7. according to the described colouring method of last claim, the resorcinol derivatives of wherein said formula (I) is such:
R
2Expression:
Hydrogen atom;
Halogen, preferred chlorine atom;
Straight or branched (C
1-C
4) alkyl;
(C
1-C
4) alkoxyl;
Carboxyl; Or
Hydroxyl;
And
R
4The expression hydrogen atom.
8. according to each described colouring method in the aforementioned claim, the resorcinol derivatives of wherein said formula (I) is selected from following chemical compound:
And/or the salt of its organic or inorganic alkali and/or its solvate.
9. according to each described colouring method in the aforementioned claim, wherein ii) described sulfate is selected from formula M
2SO
3Or M'SO
3Sulfate or formula MHSO
3Disulfate, wherein M represents alkali metal such as Na, K or (two) (C
1-C
6) (alkyl) ammonium or three (C
1-C
6) alkylammonium such as NH
4 +, and M' represents alkaline-earth metal.
10. according to each described colouring method in the aforementioned claim, wherein ii) described sulfate is selected from:
A) potassium pyrosulfate [16731-55-8]: K
2S
2O
5
B) sodium pyrosulfate [7681-57-4]: Na
2S
2O
5
C) ammonium sulfate [10196-04-0]: (NH
4)
2SO
3
D) sodium sulfate [7757-83-7]: Na
2SO
3With
E) sodium bisulfate [7631-90-5]: NaHSO
3
11. according to the described colouring method of aforementioned claim, wherein said chemical oxidizing agent is selected from:
A) ozone;
B) alkali metal or quaternary ammonium persalt such as perborate, persulfate, percarbonate or peroxide phosphoric acid salt or Oxone;
C) C
1-C
6Aliphatic series and C
6-C
20Aromatics organic peracid and percarboxylic acids salt form thereof, for example performic acid, peracetic acid, benzylhydroperoxide derivant, trifluoroacetic acid, peroxide phthalic acid, peroxy maleic acid, Perpropionic Acid;
D) organic peroxide such as bisoxirane, C
1-C
6Alkyl peroxide, benzoyl peroxide, peroxidating (C
1-C
6) alkyl carboxylic acid ester, two (three) (C
1-C
6) alkyl silicyl peroxide such as two (trimethyl silyl) peroxide, C
1-C
6Alkyl peroxy dicarbonate and pelargonyl group oxygen base benzene sulfonic acid sodium salt;
E) oxide anion such as nitrite anions, nitrate anion, hypochlorite, Hydrogen oxybromide (HOBr) root, Hypoiodous acid (HIO) root, chlorite, bromous acid root, idous acid group, chlorate anions, bromate, iodate and periodate;
F) stablize group N-oxygen base (NO
.); 2,2,6,6-, four (C
1-C
6) alkyl morpholine generation-oxygen base, nitroso-group disulfonic acid Fremy, morpholine N-oxide;
G) multivalence iodine derivant such as iodine triacetate, iodosobenzene, three acetic acid iodobenzenes, iodine benzylhydroperoxide derivant, periodinane, alkyl and benzoyl hypoiodite;
H) following organic compound: N-halo butanimide, TCCA (Trichloroisocyanuric acid), N-hydroxyl phthalimide and alkyl nitride;
Described oxidant is a) to h) optional carrier can be selected from Silicon stone, Alumina, Linesless charcoal and charged polymer or neutral polymer;
I) system of hydrogen peroxide or generation hydrogen peroxide; Preferred hydrogen peroxide.
12. according to each described colouring method in the aforementioned claim, wherein said basifier iv) is selected from a) carbonic acid (hydrogen) salt; B) ammonia; C) alkanolamine; D) oxyethylation and/or oxypropylation ethylenediamine; E) inorganic or organic hydroxide; F) alkali silicate such as sodium metasilicate; G) basic amino acid; And h) chemical compound of following formula (II):
In described formula (II), W is divalent group (C
1-C
10) alkylidene, it is randomly by at least one hetero atom such as O, S or NR
eAt interval and/or described alkylidene randomly by at least one hydroxyl or group (C
1-C
4) the alkyl replacement; R
a, R
b, R
c, R
dAnd R
eCan be identical or different, expression hydrogen atom, (C
1-C
4) alkyl or C
1-C
4Hydroxyalkyl.
13. according to each described colouring method in the aforementioned claim, it carries out with single step by applying cosmetic composition to keratin fiber, described cosmetic composition is preferably moisture, comprises:
I) resorcinol derivatives of defined formula (I) in each at least a claim 1 to 8;
Defined alkali metal, alkaline-earth metal or ammonium, (two) (C in each in the ii) at least a claim 1,9 and 10
1-C
6) alkylammonium or three (C
1-C
6) alkylammonium sulfate;
Iii) defined chemical oxidizing agent at least a claim 1 or 11; With
Iv) at least a claim 1 or 12 defined basifiers;
It is to be understood that
The pH of-described compositions is alkaline pH, that is, and and greater than 7; Preferably between 7.5 and 12; And
-described compositions does not contain any p-phenylenediamine (PPD) compounds or p-aminophenyl phenolic compound.
14. cosmetic composition, it is preferred moisture, comprises:
I) resorcinol derivatives of defined formula (I) in each at least a claim 1 to 8;
Defined alkali metal, alkaline-earth metal or ammonium, (two) (C in each in the ii) at least a claim 1,9 and 10
1-C
6) alkylammonium or three (C
1-C
6) alkylammonium sulfate;
Iii) defined chemical oxidizing agent at least a claim 1 or 11; With
Iv) defined basifier at least a claim 1 or 12;
It is to be understood that
The pH of-described compositions is alkaline pH, that is, and and greater than 7; Preferably between 7.5 and 12; And
-described compositions does not contain any p-phenylenediamine (PPD) compounds or p-aminophenyl phenolic compound.
15. multi-compartment device, it comprises 2 to 5 compartments that contain 2 to 5 kinds of compositionss, wherein be distributed with in the claim 1 to 13 defined component i in each), ii), iii) and iv), described compositions is moisture or powdery, and at least a in the wherein said compositions is moisture.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1060793A FR2968946B1 (en) | 2010-12-20 | 2010-12-20 | PROCESS FOR COLORING KERATIN FIBERS FROM RESORCINOL DERIVATIVES, SULPHATE SALTS, OXIDIZING AGENTS AND ALKALINIZING AGENT |
| FR1060793 | 2010-12-20 | ||
| US201161430269P | 2011-01-06 | 2011-01-06 | |
| US61/430269 | 2011-01-06 | ||
| PCT/EP2011/071744 WO2012084473A1 (en) | 2010-12-20 | 2011-12-05 | Process for dyeing keratin fibres using resorcinol derivatives, sulfate salts, an oxidizing agent and a basifying agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103249392A true CN103249392A (en) | 2013-08-14 |
| CN103249392B CN103249392B (en) | 2017-04-19 |
Family
ID=44544265
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180061013.4A Active CN103249392B (en) | 2010-12-20 | 2011-12-05 | Process for dyeing keratin fibres using resorcinol derivatives, sulfate salts, an oxidizing agent and a basifying agent |
Country Status (3)
| Country | Link |
|---|---|
| CN (1) | CN103249392B (en) |
| FR (1) | FR2968946B1 (en) |
| WO (1) | WO2012084473A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111295178A (en) * | 2017-08-30 | 2020-06-16 | 莱雅公司 | Method for improving color durability of artificially colored hair |
| CN112957269A (en) * | 2021-02-09 | 2021-06-15 | 常州大学 | Plant hair dye and dyeing method thereof |
| CN113226270A (en) * | 2018-12-20 | 2021-08-06 | 莱雅公司 | Method for treating keratin fibers using a composition comprising a carnitine salt or a carnitine derivative salt comprising an aromatic organic anion |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10111815B2 (en) | 2014-06-17 | 2018-10-30 | The Procter And Gamble Company | Composition for hair frizz reduction |
| JP6412270B2 (en) | 2014-12-05 | 2018-10-24 | ザ プロクター アンド ギャンブル カンパニー | Composition for reducing curly hair |
| US10660835B2 (en) | 2015-04-02 | 2020-05-26 | The Procter And Gamble Company | Method for hair frizz reduction |
| US10632054B2 (en) | 2015-04-02 | 2020-04-28 | The Procter And Gamble Company | Method for hair frizz reduction |
| FR3041255B1 (en) * | 2015-09-23 | 2020-10-16 | Oreal | COLORING COMPOSITION COMPRISING A COUPLER DERIVED FROM RESORCINOL, AN OXIDIZATION BASE. |
| WO2017096156A1 (en) | 2015-12-04 | 2017-06-08 | The Procter & Gamble Company | Composition for hair frizz reduction |
| WO2017096154A1 (en) | 2015-12-04 | 2017-06-08 | The Procter & Gamble Company | Hair care regimen using compositions comprising moisture control materials |
| WO2017173050A1 (en) | 2016-04-01 | 2017-10-05 | The Procter & Gamble Company | Composition for fast dry of hair |
| US10980723B2 (en) | 2017-04-10 | 2021-04-20 | The Procter And Gamble Company | Non-aqueous composition for hair frizz reduction |
| US11707420B2 (en) | 2021-08-31 | 2023-07-25 | L'oreal | Compositions, kits, and methods for altering the color of hair |
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| CN111295178A (en) * | 2017-08-30 | 2020-06-16 | 莱雅公司 | Method for improving color durability of artificially colored hair |
| CN113226270A (en) * | 2018-12-20 | 2021-08-06 | 莱雅公司 | Method for treating keratin fibers using a composition comprising a carnitine salt or a carnitine derivative salt comprising an aromatic organic anion |
| CN113226270B (en) * | 2018-12-20 | 2024-05-28 | 莱雅公司 | Method for treating keratin fibres using a composition comprising a carnitine salt or a carnitine derivative salt comprising an aromatic organic anion |
| CN112957269A (en) * | 2021-02-09 | 2021-06-15 | 常州大学 | Plant hair dye and dyeing method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2968946A1 (en) | 2012-06-22 |
| FR2968946B1 (en) | 2013-04-19 |
| WO2012084473A1 (en) | 2012-06-28 |
| CN103249392B (en) | 2017-04-19 |
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