WO2008025240A1 - Composition comprenant un composé hétérocyclique aminé pour la teinture des cheveux et procédé de teinture - Google Patents

Composition comprenant un composé hétérocyclique aminé pour la teinture des cheveux et procédé de teinture Download PDF

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Publication number
WO2008025240A1
WO2008025240A1 PCT/CN2007/002505 CN2007002505W WO2008025240A1 WO 2008025240 A1 WO2008025240 A1 WO 2008025240A1 CN 2007002505 W CN2007002505 W CN 2007002505W WO 2008025240 A1 WO2008025240 A1 WO 2008025240A1
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Prior art keywords
amino
composition
tert
dyeing
hair
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PCT/CN2007/002505
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English (en)
Chinese (zh)
Inventor
Jianhua Su
He Tian
Kongchang Chen
Qiaochun Wang
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Jianhua Su
He Tian
Kongchang Chen
Qiaochun Wang
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Publication of WO2008025240A1 publication Critical patent/WO2008025240A1/fr

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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
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
    • 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
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom

Definitions

  • the present invention relates to a composition for an amino group-containing heterocyclic compound for dyeing keratin fibers, and a dyeing method using the composition.
  • oxidative dye developers which are ammonia or phenolic derivatives such as p-phenylenediamine and p-aminophenol. These substances cannot be dyed but can be rapidly oxidized to intermediates. It reacts with other compounds to form a macromolecular dye. Since these macromolecular dyes are formed after entering the hair, they are difficult to wash off with shampoo, and can achieve permanent in a certain sense. Therefore, they are called permanent hair dyes, and the process of forming dyes is actually caused by oxidation reaction. The compound is therefore also known as an oxidative hair dye.
  • the color tone obtained by the oxidation dye developer can be changed by combining with a dye coloring agent or a modifier, and these coloring agents or modifiers are specifically selected from aromatic diamines and meta-aminophenols. , resorcinol and certain heterocyclic compounds.
  • Oxidation dyes for permanent dyeing of keratin fibers are usually designed as monocyclic or bicyclic aromatic compounds having substituents such as amino groups and hydroxyl groups.
  • Monocyclic or bicyclic rings are not designed for more rings because often only the molecular diameter of a single or bicyclic aromatic compound is small enough, and only compounds of sufficiently small molecular diameter have the opportunity to diffuse and penetrate keratin fibers. surface layer.
  • the aromatic ring should have one or more unsubstituted positions to form a sufficiently large ⁇ -conjugated system when oxidative coupling reaction occurs inside the keratin fibers. Colored substance, the colored substance at this time has a larger molecular diameter, and thus it is difficult to extract from the egg The "escape" inside the white fiber can achieve the goal of "permanence.” .
  • the technical problem to be solved by the present invention is to disclose a composition containing an amino heterocyclic compound for dyeing hair and a dyeing method to overcome the drawbacks of the prior art.
  • the present inventors have found that the amino group-containing tetrahydroquinoline of the formula (I) as defined below, and the amino group-containing indoline of the formula (II) as defined below are used. It is suitable as an oxidation dye precursor, and it can also obtain a dye composition which is extremely pure in color from blue to green, and is not easy to fade and has good stability. Finally, these compounds have proven to be readily synthesized and these findings form the basis of the present invention.
  • the amino heterocyclic compound-containing composition for hair dyeing of the present invention contains at least an amino group-containing heterocyclic compound in a medium suitable for dyeing, and the amino group-containing heterocyclic compound is selected from the formula (I) An aminotetrahydroquinoline, an addition salt of an aminotetrahydroquinoline of the formula (I) with an acid, an amino group-containing indoline of the formula (II), an amino group-containing compound of the formula (II) One or more of the addition salts of hydroquinone and acid;
  • Said hair refers to keratin fibers of human or animal
  • R 2 at a substitutable position of the nitrogen atom, R 2 is at a position replaceable on the saturated ring, and at a position replaceable at the R 3 position and the phenyl ring except for the amino group, Simultaneously or independently represent hydrogen, amino, substituted amino, -C ⁇ alkyl, decyloxy, halo, ester, carboxy or nitro, and R 2 and R 3 may be represented as 1 to 3 identical or different substitutions, respectively. Group.
  • the addition salt with an acid is selected in particular from the hydrochloride, hydrobromide, sulfate, tartrate, lactate or acetate;
  • Preferred amino-containing tetrahydroquinolines of formula (I) are:
  • a preferred amino group-containing indoline of formula (II) is -N-methyl-6-aminoindoline
  • N-isopropyl-6-aminoindoline 6-Amino-3-methylamino-1-methylindoline, 6-amino-3-methylamino-1-ethylindoline, 6-amino-3-methylamino-1- Propyl indoline, 6-amino-3-methylamino-1-tert-butylindoline, 6-amino-3-methylamino-1-isopropylindoline, 6-amino 3-methyl-1-isopropylindoline, 6-amino-3-hydroxymethyl-1-isopropylindan, 6-amino-3-tert-butyl-1-methyl Indoline, 6-amino-3-isopropyl-1-hydroxyethylindoline, 6-amino-3-ethoxy-1-ethylindoline, and their addition to acid Salt formation in these aminoindoles, more particularly preferably -N-methyl-6-aminoindoline,
  • 6-Amino-3-tert-butyl-1-isopropylindan 6-amino-3-ethyl-1-isopropylindan, 6-amino-3-ethyl-1- Methyl indoline, 6-amino 3-tert-butyl-1-ethylindoline, 6-amino-3-methoxy-1-methylindoline, 6-amino-3- Methyl-1-tert-butylindoline, N-isopropyl-6-aminoindoline, 6-Amino-3-methyl-1-isopropylindoline,
  • One or a plurality of amino group-containing tetrahydroquinolines or one of the formulas (I) or a plurality of amino group-containing indolines such as the above-mentioned composition (I) The weight is from 0.0005% to 12%, more preferably from about 0.005% to 6% by weight.
  • Suitable media for dyeing generally include water or a mixture of water and at least one organic solvent which is used to dissolve compounds which are not sufficiently soluble in water.
  • organic solvent there may be mentioned lower alcohols of 4 such as ethanol and isopropanol, glycerol, diols and ethers of glycols, such as propylene glycol, 2-butoxyethanol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and Ethers, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, similar compounds and mixtures thereof.
  • the solvent is used in an amount of from 1% to 95% by weight based on the total amount of the composition, more preferably from 5% to 30% by weight.
  • the pH of the composition is generally between about 3 and 12, preferably between 5 and 11. It can be adjusted to the desired value by an acidifying agent or an alkalizing agent which is often used in keratin fiber dyeing.
  • the acidifying agent may, for example, be an inorganic acid or an organic acid such as hydrochloric acid, orthophosphoric acid, sulfuric acid, or a carboxylic acid such as acetic acid, tartaric acid, citric acid, lactic acid or sulfonic acid.
  • alkalizing agent examples include ammonia, an alkali metal carbonate, an alkanolamine such as monoethanolamine, diethanolamine, triethanolamine, and derivatives thereof, and an alkaline substance such as sodium hydroxide or potassium hydroxide.
  • compositions may also contain at least one additional oxidative dye developer, a color former or at least one direct dye or various materials used in hair dyeing compositions.
  • additional oxidative dye developer e.g., a color former
  • direct dye or various materials used in hair dyeing compositions e.g., a color former
  • the oxidative dye developer is selected from the conventional oxidative dye developers used in the oxidative dyeing process, and among them, p-phenylenediamine, p-toluenediamine, p-aminophenol, o-aminophenol, and the present invention are particularly exemplified.
  • Examples of the p-aminophenol class include p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-hydroxymethylphenol, and 4-amino group. 2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino 2-methoxymethylphenol and their addition salts with acids.
  • o-aminophenols as an example, 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 5-acetyl-2-aminophenol, and They are added to the acid.
  • pyridine derivatives In the heterocyclic group, pyridine derivatives, pyrimidine derivatives, pyrazole derivatives, and addition salts thereof with an acid are particularly exemplified.
  • these additional oxidative dye developers are used, their content is preferably from 0.0005% to 12% by weight based on the total weight of the composition, particularly preferably from 0.005% to 6% by weight based on the total weight.
  • the coloring agent or the direct coloring agent is for changing the color tone and enriching the gloss
  • the coloring agent may be selected from the coloring agent conventionally used in the oxidation dyeing method, and particularly, m-phenylenediamine and m-amino group are mentioned.
  • Phenol, m-diphenol and heterocyclic color formers, such as anthracene derivatives, pyridine derivatives and pyrazolone, and their addition salts with acids these colorants may especially be selected from 2-methyl-5 -aminophenol, 5-indole-( ⁇ -hydroxyethyl)-amino-2-methylphenol, 2-aminophenol, 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 2,4-diamino-1-( ⁇ -hydroxyethyl)-benzene, 2-amino-4-( ⁇ -hydroxyethylamino)-1-methoxy Benzobenzene, 1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)-propionamidine, sesame phenol, 1-naphthol, 6-hydroxyindole, 4-hydroxyindole , 4-hydroxy-in
  • auxiliaries such as anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants or mixtures thereof, anionic polymers, cationic polymers, nonionic polymers, amphoteric polymers , anionic or cationic polymers or mixtures thereof, inorganic or organic thickeners, antioxidants, penetrants, sequestrants, perfumes, buffers, dispersants, conditioning agents such as polymethylsiloxanes, film formers
  • the amount of the preservative, the opacifier, and the auxiliary agent is preferably 0.0001% to 20% by weight based on the total weight of the dyeing composition;
  • composition of the present invention may be in various shapes such as solid, liquid, paste, gel, or various suitable Entering keratin fibers, especially other shapes suitable for human hair dyeing.
  • Another object of the present invention is a method for dyeing keratin fibers, particularly a method for dyeing human keratin fibers such as hair, as defined above.
  • the composition is applied to the fiber, either in the air or by means of an oxidizing agent or a metal salt for catalytic oxidation, in the air or by means of an oxidizing agent, sufficient to produce The time required for color.
  • the coloration of the fibers can be carried out without the addition of an oxidizing agent and only by contact with oxygen in the air.
  • an oxidation catalyst may be optionally added to the composition to accelerate the progress of the oxidation.
  • Said metal salts for example, salts of manganese, cobalt, copper, iron, silver and zinc.
  • Such compounds may be, for example, manganese diacetate tetrahydrate, manganese dichloride and its hydrates, manganese dicarbonate, manganese acetylacetonate, manganese triacetate and its hydrates, manganese trichloride, zinc dichloride, Zinc diacetate dihydrate, zinc carbonate, zinc dinitrate, zinc sulfate, iron dichloride, iron sulfate, iron diacetate, cobalt diacetate tetrahydrate, cobalt carbonate, cobalt dichloride, cobalt dinitrate, cobalt sulfate A heptahydrate, a chlorinated ketone, a silver nitrate aqueous ammonia complex or the like, a manganese salt is particularly preferred.
  • these metal salts are usually used in an amount of 0.001-4% by weight based on the total weight of the composition, preferably 0.005% to 2% by weight based on the total weight of the composition.
  • At least one composition as defined above is applied to the fibers, aided by the simultaneous addition of an oxidizing agent during the use of the composition, at acidic, neutral or alkaline pH.
  • an oxidizing agent may be present in the coated oxidizing composition or may be added later.
  • the composition as described above with a composition comprising at least one oxidizing agent in a suitable dyeing medium at a level sufficient to produce
  • the color preferably the oxidizing agent, comprises from 0.1% to 15% by weight based on the total weight of the composition.
  • the resulting mixture is then applied to the keratin fibers for about 3 to 50 minutes, preferably for about 5 to 30 minutes, followed by rinsing, washing with shampoo, re-rinsing and drying.
  • the oxidizing agent present in the oxidizing composition is selected from oxidizing agents conventionally used in the method of dyeing keratin fibers, and examples thereof include hydrogen peroxide, urea peroxide, alkali metal bromate, and persalt such as perborate. And persulfate, hydrogen peroxide is particularly preferred.
  • the oxidizing composition containing the oxidizing agent as defined above, after the pH is mixed with the dyeing composition, the pH of the composition coated on the keratin fibers is preferably between about 7 and 12, more Selected in 5-11
  • the adjustment of the pH to the desired value is based on the acidulant or basifying agent conventionally used in the keratin fiber dyeing process as defined above.
  • the oxidizing agent composition as defined above may also have various auxiliaries which are often used in hair dyeing compositions as defined above.
  • the preparation method of the composition of the present invention is a conventional physical mixing method in which the respective components are mixed and obtained.
  • a further object of the invention is a dyeing device with a plurality of chambers or boxes or a completely different hair care system with a plurality of chambers, wherein the first chamber contains the defined composition, the second chamber An oxidant composition as defined above is contained therein.
  • These devices can be equipped with a device that can apply the desired mixture to the hair.
  • the method uses metal, hydrogen or other reducing medium as the reducing agent, and the nitro group corresponding to the compound (I) and ( ⁇ ).
  • the compound is reduced to an amino group by a reduction reaction, which will not be described in detail in the present invention.
  • composition of the present invention is not only suitable as an oxidation dye precursor, but also provides a dye composition having a very pure color of blue to green color tone, and is not easily faded and has good stability.
  • Example 7 Preparation of the composition of the invention as follows
  • PPD P-phenylenediamine
  • the pH of the hair dye is 10.5.
  • the above respective components are mixed and obtained.
  • PPD P-phenylenediamine
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 9 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • PPD P-phenylenediamine
  • the hair dye has a pH of 10.5, and the above respective components are mixed and obtained.
  • each of the above dye compositions component A
  • 10 g of a 6% by weight aqueous hydrogen peroxide solution component B
  • the obtained composition pH 9.5
  • the hair is rinsed with running water, washed with shampoo and dried to give a pure Prussian blue dyed hue.
  • Example 10 A composition of the invention was prepared as follows
  • TDS p-Toluenediamine Sulfate
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 11 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecanol/octanyl alcohol 17.00 g
  • the softening water to 100 g of the hair dye has a pH of 10.5, and the above respective components are mixed to obtain.
  • Example 12 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • PPD P-phenylenediamine
  • the softening water to 100 g of the hair dye has a pH of 10.5, and the above respective components are mixed to obtain.
  • Example 13 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • TDS p-Toluenediamine Sulfate
  • the softening water to 100 g of the hair dye has a pH of 10.5, and the above respective components are mixed to obtain.
  • Example 14 Preparation of the composition of the invention as follows
  • PAP P-aminophenol
  • the softening water to 100 g of the hair dye has a pH of 10.5, and the above respective components are mixed to obtain.
  • Example 15 Preparation of the oxidative dye for hair styling of the composition of the invention as follows, alkaline Cetyl/octadecyl alcohol 17.00g sodium decyl ether sulfate (28%) 3.50g
  • PPD P-phenylenediamine
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 16 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecanol/octanyl alcohol 17.00 g
  • TDS p-Toluenediamine Sulfate
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 17 A oxidative dye for the composition of the present invention was prepared as follows, basic hexadecanol/octadecyl alcohol 17.00 g
  • PAP P-aminophenol
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • composition (pH S. 5) was applied to the hair, and the composition was kept on the hair for 30 minutes.
  • the hair is rinsed with running water, and the shampoo is washed and dried to obtain a pure purple-red dyed hue.
  • Example 18 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • PPD P-phenylenediamine
  • the hair dye has a pH of 10.5, and the above respective components are mixed and obtained.
  • Example 19 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • TDS p-Toluenediamine Sulfate
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 20 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • PAP P-aminophenol 0.50g N-Hydroxyethyl-7-aminotetrahydroquinoline hydrochloride 0.20 g of demineralized water to 100 g
  • the pH of the hair dye is 10.5, and the above respective components are mixed to obtain.
  • Example 21 A composition of the present invention was prepared as follows. Hair oxidative dye, basic hexadecanol/octanyl alcohol 17.00 g
  • PPD P-phenylenediamine
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 22 A composition of the invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • TDS p-Toluenediamine Sulfate
  • the softening water to 100 g of the hair dye has a pH of 10.5, and the above respective components are mixed to obtain.
  • Example 23 A composition of the invention was prepared as follows. Hair oxidative dye, basic hexadecyl octadecyl alcohol 17.00 g
  • PAP P-aminophenol
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 24 Preparation of the oxidative dye for hair styling of the composition of the present invention as follows, alkaline T N2007/002505 Hexa/octadecyl alcohol 17.00g
  • PPD P-phenylenediamine
  • Demineralized water to 100 g The pH of the hair dye is 10.5, and the above components are mixed to obtain.
  • Example 25 Preparation of the composition of the invention as follows
  • TDS p-Toluenediamine Sulfate
  • the softening water to 100 g of the hair dye has a pH of 10.5, and the above components are mixed to obtain.
  • PAP P-aminophenol
  • the softening water to 100 g of the hair dye has a pH of 10.5, and the above respective components are mixed to obtain.
  • PPD P-phenylenediamine
  • TDS P-aminotoluene sulfate
  • PAP P-aminophenol
  • the hairs dyed in Examples 9-20 and 21-26 were immersed in a 0.5% sodium lauryl ether sulfate solution (K-12) in C for half an hour with stirring, and rinsed and dried (this process was equivalent For daily shampoo care for 2 months), with no bleaching
  • K-12 sodium lauryl ether sulfate solution
  • the washed dyed hair control showed that the keratin fibers (Examples 9-20 and 21-26) dyed using the dye composition containing the present invention (aminotetrahydroquinoline and aminoindoline) were substantially non-fading,
  • the keratin fibers (Comparative Examples 1 to 6) which were dyed without the dye composition of the present invention had good fading and were inferior in stability.

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Abstract

Composition de teinture comprenant un composé hétérocyclique aminé et procédé de préparation de celle-ci. Le composé hétérocyclique aminé est sélectionné parmi la tétrahydroquinoléine de formule générale (I) et les sels d'addition d'acide de celle-ci et l'indoline contenant un groupe amino de formule générale (II) et les sels d'addition d'acide de celle-ci.
PCT/CN2007/002505 2006-08-23 2007-08-20 Composition comprenant un composé hétérocyclique aminé pour la teinture des cheveux et procédé de teinture WO2008025240A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CNA2006100303156A CN1907253A (zh) 2006-08-23 2006-08-23 用于毛发染色的含有氨基杂环化合物的组合物及染色方法
CN200610030315.6 2006-08-23

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WO2008025240A1 true WO2008025240A1 (fr) 2008-03-06

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013087931A1 (fr) 2011-12-16 2013-06-20 L'oreal Coupleur à structure cationique 7-amino-1,2,3,4-tétrahydroquinoline, composition colorante le comprenant, procédés et utilisations
WO2013087932A1 (fr) 2011-12-16 2013-06-20 L'oreal Coupleur à structure 7-amino-1,2,3,4-tétrahydroquinoline, composition colorante le comprenant, procédés et utilisations
WO2017109185A1 (fr) * 2015-12-23 2017-06-29 L'oreal Utilisation de sels de dihydroisoquinolinium substitués pour traiter des matières kératiniques, compositions et procédés de mise en œuvre
WO2019072697A1 (fr) 2017-10-13 2019-04-18 L'oreal 7-amino-1,2,3,4-tétrahydroquinoléines particuliers, procédé et composition
US11406579B2 (en) 2015-12-23 2022-08-09 L'oreal Use of dihydroisoquinolinium double derivatives for treating keratin materials, compositions and implementation processes
US11406580B2 (en) 2015-12-23 2022-08-09 L'oreal Use of dihydroisoquinolinium salts for treating keratin materials, compositions and implementation processes

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Publication number Priority date Publication date Assignee Title
DE2714955A1 (de) * 1977-04-02 1978-10-12 Henkel Kgaa Haarfaerbemittel
CN1306415A (zh) * 1998-06-23 2001-08-01 汉高两合股份公司 用于染色角蛋白纤维的着色剂
WO2002058652A1 (fr) * 2001-01-27 2002-08-01 Henkel Kommanditgesellschaft Auf Aktien Nouveaux copulants pour colorants d'oxydation
FR2844272A1 (fr) * 2002-09-09 2004-03-12 Oreal Nouveaux derives tricycliques de paraphenylenediamine indolinique ou tetrahydroquinolinique et utilisation de ces derives pour la coloration de fibres keratiniques

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2714955A1 (de) * 1977-04-02 1978-10-12 Henkel Kgaa Haarfaerbemittel
CN1306415A (zh) * 1998-06-23 2001-08-01 汉高两合股份公司 用于染色角蛋白纤维的着色剂
WO2002058652A1 (fr) * 2001-01-27 2002-08-01 Henkel Kommanditgesellschaft Auf Aktien Nouveaux copulants pour colorants d'oxydation
FR2844272A1 (fr) * 2002-09-09 2004-03-12 Oreal Nouveaux derives tricycliques de paraphenylenediamine indolinique ou tetrahydroquinolinique et utilisation de ces derives pour la coloration de fibres keratiniques

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013087931A1 (fr) 2011-12-16 2013-06-20 L'oreal Coupleur à structure cationique 7-amino-1,2,3,4-tétrahydroquinoline, composition colorante le comprenant, procédés et utilisations
WO2013087932A1 (fr) 2011-12-16 2013-06-20 L'oreal Coupleur à structure 7-amino-1,2,3,4-tétrahydroquinoline, composition colorante le comprenant, procédés et utilisations
FR2984323A1 (fr) * 2011-12-16 2013-06-21 Oreal Coupleur de structure 7 amino-1,2,3,4-tetrahydroquinoleines, composition tinctoriale en comprenant, procedes et utilisations
CN103987695A (zh) * 2011-12-16 2014-08-13 莱雅公司 具有阳离子7-氨基-1,2,3,4-四氢喹啉结构的成色剂、包含它们的染色组合物、方法及用途
US9107848B2 (en) 2011-12-16 2015-08-18 L'oreal Coupler with cationic 7-amino-1,2,3,4-tetrahydroquinoline structure, dyeing composition comprising same, processes and uses
US9233060B2 (en) 2011-12-16 2016-01-12 L'oreal Coupler with 7-amino-1,2,3,4-tetrahydroquinoline structure, dyeing composition comprising same, processes and uses
WO2017109185A1 (fr) * 2015-12-23 2017-06-29 L'oreal Utilisation de sels de dihydroisoquinolinium substitués pour traiter des matières kératiniques, compositions et procédés de mise en œuvre
FR3046168A1 (fr) * 2015-12-23 2017-06-30 Oreal Utilisation de sels de dihydroisoquinolinium substitue pour le traitement des matieres keratiniques, compositions et procedes de mise en oeuvre
US11083679B2 (en) 2015-12-23 2021-08-10 L'oreal Use of substituted dihydroisoquinolinium salts for treating keratin materials, compositions and implementation processes
US11406579B2 (en) 2015-12-23 2022-08-09 L'oreal Use of dihydroisoquinolinium double derivatives for treating keratin materials, compositions and implementation processes
US11406580B2 (en) 2015-12-23 2022-08-09 L'oreal Use of dihydroisoquinolinium salts for treating keratin materials, compositions and implementation processes
WO2019072697A1 (fr) 2017-10-13 2019-04-18 L'oreal 7-amino-1,2,3,4-tétrahydroquinoléines particuliers, procédé et composition
FR3072286A1 (fr) * 2017-10-13 2019-04-19 L'oreal 7-amino-1,2,3,4-tetrahydroquinoleines particuliers, procede et composition

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