LU87086A1 - PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH 5,6-DIHYDROXYINDOLE AND AN IODIDE AND TINCTORIAL COMPOSITION USED - Google Patents
PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH 5,6-DIHYDROXYINDOLE AND AN IODIDE AND TINCTORIAL COMPOSITION USED Download PDFInfo
- Publication number
- LU87086A1 LU87086A1 LU87086A LU87086A LU87086A1 LU 87086 A1 LU87086 A1 LU 87086A1 LU 87086 A LU87086 A LU 87086A LU 87086 A LU87086 A LU 87086A LU 87086 A1 LU87086 A1 LU 87086A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- composition
- amino
- dyeing
- aminobenzene
- dihydroxyindole
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 120
- 239000000975 dye Substances 0.000 title claims description 56
- 230000003647 oxidation Effects 0.000 title claims description 46
- 238000007254 oxidation reaction Methods 0.000 title claims description 46
- 238000000034 method Methods 0.000 title claims description 37
- 238000004043 dyeing Methods 0.000 title claims description 32
- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 title claims description 26
- 239000000835 fiber Substances 0.000 title claims description 25
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 title claims description 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 43
- 210000004209 hair Anatomy 0.000 claims description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- -1 iodide ions Chemical class 0.000 claims description 25
- 239000002609 medium Substances 0.000 claims description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- 102000011782 Keratins Human genes 0.000 claims description 17
- 108010076876 Keratins Proteins 0.000 claims description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 235000019441 ethanol Nutrition 0.000 claims description 12
- GGNQRNBDZQJCCN-UHFFFAOYSA-N benzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 claims description 11
- 239000003755 preservative agent Substances 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 11
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 9
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 9
- 229940018563 3-aminophenol Drugs 0.000 claims description 9
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 8
- QAOUFMMMANSOSS-UHFFFAOYSA-N 2-amino-3-(2-hydroxyethyl)phenol Chemical compound NC1=C(O)C=CC=C1CCO QAOUFMMMANSOSS-UHFFFAOYSA-N 0.000 claims description 6
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- MDKWXZDIFPHNPS-UHFFFAOYSA-N 2-(2,3-diaminophenyl)ethanol Chemical compound NC1=CC=CC(CCO)=C1N MDKWXZDIFPHNPS-UHFFFAOYSA-N 0.000 claims description 4
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 claims description 4
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
- 150000005206 1,2-dihydroxybenzenes Chemical class 0.000 claims description 3
- PCAXITAPTVOLGL-UHFFFAOYSA-N 2,3-diaminophenol Chemical class NC1=CC=CC(O)=C1N PCAXITAPTVOLGL-UHFFFAOYSA-N 0.000 claims description 3
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- MGBKJKDRMRAZKC-UHFFFAOYSA-N 3-aminobenzene-1,2-diol Chemical class NC1=CC=CC(O)=C1O MGBKJKDRMRAZKC-UHFFFAOYSA-N 0.000 claims description 3
- BKYQHRSVSLQLLQ-UHFFFAOYSA-N 6-methoxy-1,3-benzodioxol-5-amine Chemical compound C1=C(N)C(OC)=CC2=C1OCO2 BKYQHRSVSLQLLQ-UHFFFAOYSA-N 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
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- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 125000000129 anionic group Chemical group 0.000 claims description 3
- 125000002091 cationic group Chemical group 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
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- YKYIFUROKBDHCY-ONEGZZNKSA-N (e)-4-ethoxy-1,1,1-trifluorobut-3-en-2-one Chemical group CCO\C=C\C(=O)C(F)(F)F YKYIFUROKBDHCY-ONEGZZNKSA-N 0.000 claims description 2
- XGNXYCFREOZBOL-UHFFFAOYSA-N 1,3-benzodioxol-5-amine Chemical compound NC1=CC=C2OCOC2=C1 XGNXYCFREOZBOL-UHFFFAOYSA-N 0.000 claims description 2
- QKGQHTCUNGPCIA-UHFFFAOYSA-N 2,4,5-Trihydroxytoluene Chemical compound CC1=CC(O)=C(O)C=C1O QKGQHTCUNGPCIA-UHFFFAOYSA-N 0.000 claims description 2
- MJMRSGYLARBUDK-UHFFFAOYSA-N 2,4-dimethoxybenzene-1,3-diamine Chemical compound COC1=CC=C(N)C(OC)=C1N MJMRSGYLARBUDK-UHFFFAOYSA-N 0.000 claims description 2
- PBDBPADWXQFEIN-UHFFFAOYSA-N 2,5-diamino-4-methoxyphenol Chemical compound COC1=CC(N)=C(O)C=C1N PBDBPADWXQFEIN-UHFFFAOYSA-N 0.000 claims description 2
- IMCITHBRDBCOLO-UHFFFAOYSA-N 2-(diethylamino)benzene-1,4-diol Chemical compound CCN(CC)C1=CC(O)=CC=C1O IMCITHBRDBCOLO-UHFFFAOYSA-N 0.000 claims description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims description 2
- TUADYTFWZPZZTP-UHFFFAOYSA-N 2-amino-4-methoxyphenol Chemical compound COC1=CC=C(O)C(N)=C1 TUADYTFWZPZZTP-UHFFFAOYSA-N 0.000 claims description 2
- UVUGDGRIYQQKIT-UHFFFAOYSA-N 3,4-dihydro-2h-1,4-benzoxazin-6-amine Chemical compound O1CCNC2=CC(N)=CC=C21 UVUGDGRIYQQKIT-UHFFFAOYSA-N 0.000 claims description 2
- HWWIVWKTKZAORO-UHFFFAOYSA-N 3,4-dihydro-2h-1,4-benzoxazin-6-ol Chemical compound O1CCNC2=CC(O)=CC=C21 HWWIVWKTKZAORO-UHFFFAOYSA-N 0.000 claims description 2
- HEAHXMOKYXTEID-UHFFFAOYSA-N 3-amino-4-methoxyphenol Chemical compound COC1=CC=C(O)C=C1N HEAHXMOKYXTEID-UHFFFAOYSA-N 0.000 claims description 2
- RRIMNXYWOCQLCF-UHFFFAOYSA-N 4,6-dimethoxybenzene-1,3-diamine Chemical compound COC1=CC(OC)=C(N)C=C1N RRIMNXYWOCQLCF-UHFFFAOYSA-N 0.000 claims description 2
- ZBCATMYQYDCTIZ-UHFFFAOYSA-N 4-methylcatechol Chemical compound CC1=CC=C(O)C(O)=C1 ZBCATMYQYDCTIZ-UHFFFAOYSA-N 0.000 claims description 2
- CQPLGGXOAHSQBD-UHFFFAOYSA-N 5-amino-2,4-dimethoxyphenol Chemical compound COC1=CC(OC)=C(O)C=C1N CQPLGGXOAHSQBD-UHFFFAOYSA-N 0.000 claims description 2
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
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- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
-
- 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
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Cosmetics (AREA)
- Indole Compounds (AREA)
- Coloring (AREA)
Description
* ' J* 'J
y PROCEDE DE TEINTURE DES FIBRES KERATINIQUES AVEC DES COLORANTS D'OXYDATION ASSOCIES AU 5,6-DIHYDROXYINDOLE ET A UN IODURE ET COMPOSITION TINCTORIALE MISE EN OEUVRE.y PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH 5,6-DIHYDROXYINDOLE AND AN IODIDE AND TINCTORIAL COMPOSITION IMPLEMENTED.
5 L'invention est relative à un nouveau procédé de coloration des fibres kératiniques, en particulier des fibres kératiniques humaines telles que les cheveux, avec du 5,6-dihydroxyindole associé à certains colorants d'oxydation choisis parmi les colorants 10 d'oxydation dits "rapides" et les coupleurs et aux compositions mises en oeuvre dans ce procédé.The invention relates to a new process for dyeing keratin fibers, in particular human keratin fibers such as the hair, with 5,6-dihydroxyindole combined with certain oxidation dyes chosen from the so-called oxidation dyes. "fast" and the couplers and to the compositions used in this process.
La demanderesse a décrit dans la demande de brevet luxembourgeoise n° 86.899 déposée le 25 mai 1987, un procédé de teinture des fibres kératiniques 15 essentiellement caractérisé par le fait que l'on applique sur ces fibres au moins une composition (A) contenant dans un milieu approprié pour la teinture, au moins un colorant d'oxydation en association avec des ions iodures, l'application de la composition (A) étant 20 précédée ou suivie par l'application d’une composition ίThe Applicant has described in Luxembourg patent application No. 86,899 filed on May 25, 1987, a process for dyeing keratin fibers 15 essentially characterized in that one applies to these fibers at least one composition (A) containing in a medium suitable for dyeing, at least one oxidation dye in combination with iodide ions, the application of composition (A) being preceded or followed by the application of a composition ί
VV
2 (B) qui contient, dans un milieu approprié pour la teinture, du peroxyde d'hydrogène à un pH compris entre 2 et 12.2 (B) which contains, in a medium suitable for dyeing, hydrogen peroxide at a pH between 2 and 12.
On connaît, par ailleurs, de nombreux procédés 5 de teinture des fibres kératiniques, en particulier des cheveux, mettant en oeuvre le 5,6-dihydroxyindole et plus particulièrement un procédé consistant à teindre des cheveux en deux étapes distinctes, en appliquant sur les cheveux une composition renfermant du 5,6-dihydroxy-10 indole en association avec des ions iodure dans un milieu approprié pour la teinture, cette application étant précédée ou suivie par l'application du peroxyde d'hydrogène. Un tel procédé est décrit, notamment, dans 15 la demande de brevet français n° 25 93 061.Numerous methods are also known for dyeing keratin fibers, in particular hair, using 5,6-dihydroxyindole and more particularly a method consisting in dyeing hair in two distinct stages, by applying to the hair. a composition containing 5,6-dihydroxy-10 indole in combination with iodide ions in a medium suitable for dyeing, this application being preceded or followed by the application of hydrogen peroxide. Such a process is described, in particular, in French patent application No. 25 93 061.
La demanderesse a découvert qu'elle pouvait obtenir des colorations particulièrement remarquables dans une palette suffisamment large de teintes variées et à reflets, notamment des nuances variées de châtain 20 et de blond, particulièrement recherchées en coloration capillaire en utilisant certains colorants d'oxydation décrits dans sa demande de brevet antérieure LU 86.899, associés au 5,6-dihydroxyindole.The Applicant has discovered that it can obtain particularly remarkable colorings in a sufficiently wide palette of varied shades and with reflections, in particular various shades of chestnut and blonde, particularly sought after in hair coloring by using certain oxidation dyes described in its earlier patent application LU 86,899, associated with 5,6-dihydroxyindole.
Elle a constaté, par ailleurs, que les nuances 25 variées ainsi obtenues présentaient une résistance améliorée aux agents extérieurs dont, en particulier, une résistance supérieure à la lumière et/ou aux lavages par rapport aux colorations obtenues à partir des compositions contenant, soit le colorant d'oxydation, 30 soit le 5,6-dihydroxyindole, décrites antérieurement. Ce résultat est particulièrement remarquable lorsque le 5,6-dihydroxyindole est utilisé dans les compositions contenant des colorants d'oxydation qui en eux-mêmes donnent, par développement, des colorations relativement 35 claires, ne présentant pas beaucoup de fond, alors que le fond est généralement souhaité dans la teinture 3 " t > des cheveux.It found, moreover, that the various shades thus obtained exhibited improved resistance to external agents including, in particular, superior resistance to light and / or washing compared to the colorings obtained from the compositions containing, ie oxidation dye, or 5,6-dihydroxyindole, described previously. This result is particularly remarkable when 5,6-dihydroxyindole is used in the compositions containing oxidation dyes which in themselves give, by development, relatively clear colorations, not presenting much background, whereas the background is generally desired in 3 "t> hair dye.
L'invention a donc pour objet l'utilisation, dans le cadre du procédé décrit dans la demande de brevet luxembourgeoise n° 86.899, du 5,6-dihydroxy-5 indole en association avec au moins un colorant d'oxydation pris dans le groupe constitué par les colorants d'oxydation dits "rapides" et les coupleurs.The subject of the invention is therefore the use, within the framework of the process described in Luxembourg patent application No. 86.899, of 5,6-dihydroxy-5 indole in combination with at least one oxidation dye taken from the group constituted by the so-called "fast" oxidation dyes and the couplers.
Un autre objet de l'invention est constitué par les compositions mises en oeuvre dans le cours de ce 10 procédé.Another object of the invention consists of the compositions used in the course of this process.
L'invention a également pour objet des dispositifs à plusieurs compartiments ou "kits" comprenant les différentes compositions appropriées pour la mise en oeuvre du procédé conforme à l'invention.The invention also relates to devices with several compartments or "kits" comprising the various compositions suitable for implementing the method according to the invention.
15 D'autres objets de l'invention apparaîtront à la lecture de la description et des exemples gui suivent.Other objects of the invention will appear on reading the description and examples which follow.
Le procédé de teinture des fibres kératiniques, de préférence de fibres kératiniques 20 humaines, conforme à l'invention, est essentiellement caractérisé par le fait que l'on applique sur ces fibres au moins une composition (A) contenant, dans un milieu approprié pour la teinture, au moins du 5,6-dihydroxy-indole et au moins un colorant d'oxydation pris dans le 25 groupe constitué par les colorants d'oxydation dits "rapides" et les coupleurs, en association avec des ions iodure, l'application de cette composition (A) étant précédée ou suivie par l'application d'une composition (B) qui contient, dans un milieu approprié pour la 30 teinture, du peroxyde d'hydrogène à un pH compris entre 2 et 12 et de préférence entre 2 et 7, et en particulier entre 2 et 5.The process for dyeing keratin fibers, preferably human keratin fibers, in accordance with the invention, is essentially characterized in that at least one composition (A) is applied to these fibers, containing, in a medium suitable for the dye, at least 5,6-dihydroxy-indole and at least one oxidation dye taken from the group consisting of the so-called "rapid" oxidation dyes and the couplers, in combination with iodide ions, application of this composition (A) being preceded or followed by the application of a composition (B) which contains, in a medium suitable for dyeing, hydrogen peroxide at a pH of between 2 and 12 and preferably between 2 and 7, and in particular between 2 and 5.
L'application des compositions (A) et (B) est éventuellement séparée par un rinçage, 35 Dans le procédé conforme à l'invention, l'ion 4 y iodure est de préférence un iodure de métal alcalin, alcalino-terreux ou d'ammonium, et en particulier 1'iodure de potassium.The application of compositions (A) and (B) is optionally separated by rinsing. In the process according to the invention, the ion 4 y iodide is preferably an iodide of alkali metal, alkaline earth metal or ammonium, and in particular potassium iodide.
Les colorants d'oxydation dits "rapides" sont 5 des molécules à structure benzénique, précurseurs de colorants, susceptibles de générer des composés colorés par simple oxydation à l'air, pendant le temps de pose sur la chevelure, c'est-à-dire généralement inférieur à 1 heure et ce, en l'absence d'un autre agent oxydant. 10 Ils sont choisis notamment parmi les dérivés trihydroxylés du benzène, les diaminohydroxybenzènes, les aminodihydroxybenzènes, les triaminobenzènes, les aminohydroxybenzènes, les 1,2-dihydroxybenzènes.The so-called “fast” oxidation dyes are molecules with a benzene structure, dye precursors, capable of generating colored compounds by simple oxidation in air, during the time of exposure to the hair, that is to say generally say less than 1 hour, in the absence of another oxidizing agent. They are chosen in particular from trihydroxylated benzene derivatives, diaminohydroxybenzenes, aminodihydroxybenzenes, triaminobenzenes, aminohydroxybenzenes, 1,2-dihydroxybenzenes.
Parmi les dérivés trihydroxylés du benzène, on 15 peut citer le 1,2,4-trihydroxybenzène, les 1.2.4- trihydroxy 5-alkylbenzène dans lesquels le groupement alkyle est un groupement alkyle inférieur en C1 -Cq et le 1,2,3-trihydroxy'oenzène et leurs sels.Among the trihydroxy derivatives of benzene, mention may be made of 1,2,4-trihydroxybenzene, 1,2,4-trihydroxy 5-alkylbenzene in which the alkyl group is a lower C1-C6 alkyl group and 1,2,3 -trihydroxy'oenzene and their salts.
Parmi les diaminohydroxybenzènes, on peut 20 citer le 2,4-diaminophénol, le 2,5-diamino 4-méthoxy 1- hydroxybenzène et leurs sels.Among the diaminohydroxybenzenes, mention may be made of 2,4-diaminophenol, 2,5-diamino 4-methoxy-hydroxybenzene and their salts.
Parmi les aminodihydroxybenzènes, on peut mentionner le 2-amino 1,4-dihydroxybenzène, le 1.4- di’nydroxy 2-diéthylaminobenzène, la 4-amino 25 résorcine et leurs sels.Among the aminodihydroxybenzenes, mention may be made of 2-amino 1,4-dihydroxybenzene, 1,4-dihydroxy 2-diethylaminobenzene, 4-amino resorcin and their salts.
Parmi les 1,2-dihydroxybenzènes, le 1,2- dihydroxybenzène, le 4-méthyl 1,2-dihydroxybenzène et le 3-méthoxycatécho! sont particulièrement préférés.Among the 1,2-dihydroxybenzenes, 1,2-dihydroxybenzene, 4-methyl 1,2-dihydroxybenzene and 3-methoxycatecho! are particularly preferred.
Les aminohydroxybenzènes sont choisis en 30 particulier parmi le 2-amino 4-méthoxyphénol, le 2- aminophénol, le 4,6-diméthoxy 3-amino 1-hydroxybenzène, le 2,6-diméthyl 4-(N-p-hydroxyphényl) amino 1-hydroxybenzène et leurs sels.The aminohydroxybenzenes are chosen in particular from 2-amino 4-methoxyphenol, 2-aminophenol, 4,6-dimethoxy 3-amino 1-hydroxybenzene, 2,6-dimethyl 4- (Np-hydroxyphenyl) amino 1- hydroxybenzene and their salts.
A titre de triaminobenzènes, on peut citer le 35 1,5-diamino 2-méthyl 4-(N-p-hydroxyphényl)aminobenzène et ses sels.As triaminobenzenes, mention may be made of 1,5-diamino 2-methyl 4- (N-p-hydroxyphenyl) aminobenzene and its salts.
ïï
YY
55
Les nuanceurs ou coupleurs sont des composés connus pour réagir avec des bases d’oxydation encore appelées précurseurs de colorants d'oxydation, par un processus de condensation oxydative, en donnant des 5 composés colorés spécifiques de la base et du coupleur considérés. Cette réaction est appelée "couplage". Il sont choisis parmi les phénols, les métadiphénols, les méta-aminophénols, les métaphénylènediamines, les dérivés mono- ou polyhydroxylés du naphtalène et de 10 1'aminonaphtalène, les pyrazolones, les benzomorpholines.Shaders or couplers are compounds known to react with oxidation bases, also called oxidation dye precursors, by an oxidative condensation process, giving 5 colored compounds specific for the base and the coupler considered. This reaction is called "coupling". They are chosen from phenols, metadiphenols, meta-aminophenols, metaphenylenediamines, mono- or polyhydroxylated derivatives of naphthalene and aminonaphthalene, pyrazolones, benzomorpholines.
Parmi les coupleurs ou nuanceurs, on peut en particulier citer des composés répondant à la formule (I) :Among the couplers or shaders, mention may in particular be made of compounds corresponding to formula (I):
15 JM15 JM
I (I) R4 20 dans laquelle : R-! désigne hydroxy ou un groupement amino pouvant être substitué par un ou plusieurs groupements hydroxyalkyle en C-|-Cß; R3 et R5 indépendamment l'un de l'autre, peuvent désigner hydrogène, OH, un groupement amino 25 éventuellement substitué par un groupement hydroxyalkyle inférieur en C-|-Cß ou un groupement alkyle inférieur en C-j-Cß; R2, R4 et Rg peuvent désigner un atome d'hydrogène ou un groupement alcoxy en Ci-Cß, un groupement hydroxyalcoxy ou un groupement alkyle 30 inférieur en C-j-Cß; R3 et R4 pouvant également former ensemble un groupement méthylènedioxy.I (I) R4 20 in which: R-! denotes hydroxy or an amino group which can be substituted by one or more C- | -Cβ hydroxyalkyl groups; R3 and R5, independently of one another, may denote hydrogen, OH, an amino group optionally substituted by a lower C 1-5 -alkylalkyl group or a lower-C 1-6 alkyl group; R2, R4 and Rg may denote a hydrogen atom or a C1-C6 alkoxy group, a hydroxyalkoxy group or a lower C1-C6 alkyl group; R3 and R4 can also together form a methylenedioxy group.
Parmi les coupleurs particulièrement préférés, on peut citer le 3-amino 6-méthylphénol, le 3-amino-phénol, le 1,3-dihydroxybenzène, le 2-méthoxy 5-amino-35 phénol, le 2-méthoxy 5-N(2-hydroxyéthyl)aminophénol, le 1,3-diamino 2,6-diméthoxybenzène, le 2-méthoxy • r > 6 1-N-méthylamino 4-(2-hydroxyéthyloxy)aminobenzène, le 1.3- diamino 6-méthoxybenzène, le 1,3-diamino 4.6- diméthoxybenzène, le 4,6-diméthoxy 1,3-di N(2-hydroxyéthyl)aminobenzène, le 2,6-diméthoxy 5 3-N(2-hydroxyéthyl)amino 1-aminobenzène, le 2.4- diméthoxy 3-N(2-hydroxyéthyl)amino 1-aminobenzène, le 2-méthyl 5-N(2-hydroxyéthyl)aminophénol, le 1,3-di "N( 2-hydroxyéthyl) amino 4-méthoxybenzène, le 3-amino 4-méthoxyphénol, le 3,4-méthylènedioxy 1-aminobenzène, 10 le 3,4-méthylènedioxy 6-méthoxy 1-aminobenzène, le 2.6- diméthyl 3-N(2-hydroxyéthyl)aminophénol, le 2.6- diméthyl 3-aminophénol, le 4-éthoxy 1-amino 3-N,N- (bis 2-hydroxyéthyl)aminobenzène, le 2,4-(diamino) phénoxyéthanol, le (2-amino 4-N-méthylamino)phénoxy- 15 éthanol, le 1-méthoxy 2N-(2-hydroxyéthyl)amino 4- aminobenzène et leurs sels.Among the particularly preferred couplers, mention may be made of 3-amino 6-methylphenol, 3-amino-phenol, 1,3-dihydroxybenzene, 2-methoxy 5-amino-phenol, 2-methoxy 5-N ( 2-hydroxyethyl) aminophenol, 1,3-diamino 2,6-dimethoxybenzene, 2-methoxy • r> 6 1-N-methylamino 4- (2-hydroxyethyloxy) aminobenzene, 1.3- diamino 6-methoxybenzene, 1 , 3-diamino 4.6- dimethoxybenzene, 4,6-dimethoxy 1,3-di N (2-hydroxyethyl) aminobenzene, 2,6-dimethoxy 5 3-N (2-hydroxyethyl) amino 1-aminobenzene, 2.4- dimethoxy 3-N (2-hydroxyethyl) amino 1-aminobenzene, 2-methyl 5-N (2-hydroxyethyl) aminophenol, 1,3-di "N (2-hydroxyethyl) amino 4-methoxybenzene, 3-amino 4-methoxyphenol, 3,4-methylenedioxy 1-aminobenzene, 10 3,4-methylenedioxy 6-methoxy 1-aminobenzene, 2.6-dimethyl 3-N (2-hydroxyethyl) aminophenol, 2.6-dimethyl 3-aminophenol, 4-ethoxy 1-amino 3-N, N- (bis 2-hydroxyethyl) aminobenzene, 2,4- (diamino) phenoxyethanol, (2-amino 4-N-methylamino) phenoxyethano 1, 1-methoxy 2N- (2-hydroxyethyl) amino 4-aminobenzene and their salts.
D'autres coupleurs préférés sont la 6-amino-benzomorpholine, la 6-hydroxybenzomorpholine, le 1-naphtol et le 1-amino 7-naphtol et leurs sels.Other preferred couplers are 6-amino-benzomorpholine, 6-hydroxybenzomorpholine, 1-naphthol and 1-amino 7-naphthol and their salts.
20 Ces différents colorants d'oxydation sont utilisés en mélange ou seuls, en association avec l'ion iodure et le 5,6-dihydroxyindolè.These different oxidation dyes are used as a mixture or alone, in combination with the iodide ion and 5,6-dihydroxyindole.
Une mise en oeuvre particulièrement préférée de l'invention consiste à utiliser, en association avec 25 le 5,6-dihydroxyindole et l'ion iodure, au moins un dérivé trihydroxylé du benzène comme le 1.2.4- trihydroxybenzène, le 1 ,2,4-trihydroxy 5-méthyl- benzène ou bien des coupleurs tels que les 1,3-dihydroxybenzène, le 3-aminophénol, le 3-amino 6- 30 méthylphénol, le 3,4-méthylènedioxy β-méthoxy 1-amino- benzène, le 1-naphtol ou leurs mélanges.A particularly preferred implementation of the invention consists in using, in combination with 5,6-dihydroxyindole and the iodide ion, at least one trihydroxylated benzene derivative such as 1,2,4-trihydroxybenzene, 1, 2, 4-trihydroxy 5-methyl-benzene or alternatively couplers such as 1,3-dihydroxybenzene, 3-aminophenol, 3-amino-6-methylphenol, 3,4-methylenedioxy β-methoxy 1-amino-benzene, 1-naphthol or their mixtures.
Le résultat obtenu avec cette association est particulièrement surprenant compte tenu des propriétés tinctoriales de ces colorants d'oxydation dans les tThe result obtained with this association is particularly surprising given the dye properties of these oxidation dyes in t
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7 systèmes classiques, en particulier les coupleurs qui n’engendrent une coloration qu’en présence d’une base ou précurseur de colorant d'oxydation, par un processus de condensation oxydative.7 conventional systems, in particular couplers which only generate coloring in the presence of an oxidation dye base or precursor, by an oxidative condensation process.
5 L'invention a également pour objet des compositions tinctoriales destinées à être utilisées dans un procédé de coloration des fibres kératiniques, en particulier des cheveux humains, comprenant au moins du 5,6-dihydroxyindole, un colorant d'oxydation pris 10 dans le groupe constitué par les colorants d'oxydation "rapides" et les coupleurs et des ions iodure, dans un milieu approprié pour la teinture. Les colorants d'oxydation utilisés dans les compositions conformes à l'invention sont de préférence choisis parmi les 15 colorants préférés définis ci-dessus.The subject of the invention is also dye compositions intended for use in a process for dyeing keratin fibers, in particular human hair, comprising at least 5,6-dihydroxyindole, an oxidation dye taken from the group consisting of "fast" oxidation dyes and couplers and iodide ions, in a medium suitable for dyeing. The oxidation dyes used in the compositions in accordance with the invention are preferably chosen from the 15 preferred dyes defined above.
La composition (A), contenant le 5.6- dihydroxyindole, le colorant d'oxydation et les ions iodure, contient généralement le colorant d'oxydation dans des proportions comprises entre 0,01 et 10% en 20 poids par rapport au poids total de la composition (A) et de préférence comprises entre 0,25 et 5% en poids. Le 5.6- dihydroxyindole est généralement présent dans des proportions comprises entre 0,01 et 5% en poids, de préférence entre 0,03 et 3% en poids par rapport au 25 poids total de la composition (A). La proportion en iodure, dans ces mêmes compositions, est de préférence comprise entre 0,007 et 4% en poids exprimée en ions I“, et de préférence comprise entre 0,08 et 1,5% en poids exprimée en ions I- par rapport au poids total de la 30 composition (A).Composition (A), containing 5.6-dihydroxyindole, the oxidation dye and the iodide ions, generally contains the oxidation dye in proportions of between 0.01 and 10% by weight relative to the total weight of the composition (A) and preferably between 0.25 and 5% by weight. The 5.6-dihydroxyindole is generally present in proportions of between 0.01 and 5% by weight, preferably between 0.03 and 3% by weight relative to the total weight of the composition (A). The proportion of iodide, in these same compositions, is preferably between 0.007 and 4% by weight expressed in I ions, and preferably between 0.08 and 1.5% by weight expressed in I ions relative to the total weight of the composition (A).
La teneur en peroxyde d'hydrogène utilisée dans les compositions (B) est généralement comprise entre 1 et 40 volumes, et de préférence entre 2 et 20 volumes, et plus particulièrement entre 3 et 10 volumes.The hydrogen peroxide content used in the compositions (B) is generally between 1 and 40 volumes, and preferably between 2 and 20 volumes, and more particularly between 3 and 10 volumes.
35 Le rapport entre le 5,6-dihydroxyindole £35 The ratio of 5,6-dihydroxyindole £
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8 associé avec le(s) colorant(s) d'oxydation, d'une part, et les ions iodure, d'autre part, est compris de préférence entre 0,05 et 10, et plus particulièrement entre 0,5 et 2.8 associated with the oxidation dye (s), on the one hand, and the iodide ions, on the other hand, is preferably between 0.05 and 10, and more particularly between 0.5 and 2 .
5 Le procédé conforme à l'invention est mis en oeuvre en prévoyant des temps de pose, pour les différentes compositions appliquées dans chacun des différents temps du procédé, compris entre 10 secondes et 45 minutes, et de préférence de l'ordre de 2 à 25 10 minutes, et plus particulièrement de l'ordre de 2 à 10 minutes.The process according to the invention is implemented by providing exposure times, for the different compositions applied in each of the different times of the process, between 10 seconds and 45 minutes, and preferably of the order of 2 to 25 10 minutes, and more particularly of the order of 2 to 10 minutes.
La demanderesse a en effet constaté que le procédé selon l'invention permettait d’obtenir des colorations diverses, dans une gamme variée, de nuances 15 pouvant être très en reflets, à la fois rapides et puissantes, pénétrant bien dans les fibres et notamment les fibres kératiniques humaines telles que les cheveux , sans les dégrader. Ces colorations présentent également une résistance améliorée aux agents extérieurs dont plus 20 particulièrement une résistance améliorée à la lumière et/ou aux lavages par rapport aux procédés mettant uniquement en oeuvre le 5,6-dihydroxyindole associé aux ions iodure ou uniquement le colorant d'oxydation associé aux ions iodure.The Applicant has in fact found that the process according to the invention makes it possible to obtain various colors, in a varied range, of shades which can be very reflective, both rapid and powerful, penetrating well into the fibers and in particular the human keratin fibers such as the hair, without degrading them. These colorings also exhibit improved resistance to external agents, more particularly improved resistance to light and / or washing compared to the methods using only 5,6-dihydroxyindole combined with iodide ions or only the oxidation dye. associated with iodide ions.
25 Elle a également pu noter que les cheveux teints plusieurs fois à la suite de la repousse, grâce aux procédés et aux compositions mises en oeuvre, conformément à l'invention, étaient plus doux, plus brillants et avaient de bonnes propriétés mécaniques par 30 rapport aux cheveux teints en mettant en oeuvre les procédés et les compositions de l'art antérieur.It was also able to note that the hair dyed several times as a result of regrowth, by virtue of the methods and compositions used, in accordance with the invention, were softer, more shiny and had good mechanical properties compared to to dyed hair using the methods and compositions of the prior art.
On obtient, grâce au procédé et aux compositions conformes à l'invention, des colorations relativement intenses dans des temps relativement 35 courts, de l'ordre de 5 à 15 minutes.Thanks to the process and compositions according to the invention, relatively intense colorations are obtained in relatively short times, of the order of 5 to 15 minutes.
* 9* 9
Les compositions utilisées pour la mise en oeuvre du procédé conforme à l'invention, peuvent se présenter sous des formes diverses telles que des liquides plus ou moins épaissis ou gélifiés, des crèmes, 5 des émulsions, des mousses ou d'autres formes appropriées pour réaliser la teinture.The compositions used for carrying out the process according to the invention can be in various forms such as more or less thickened or gelled liquids, creams, emulsions, foams or other forms suitable for make the dye.
Les compositions tinctoriales destinées à être utilisées dans le procédé conforme à l'invention et renfermant le 5,6-dihydroxyindole, le colorant 10 d'oxydation en association avec des ions iodure, comportent généralement un milieu aqueux constitué par de l'eau ou un mélange eau-solvant(s), le(s) solvant(s) étant choisi(s) préférentiellement parmi les solvants organiques tels que l'alcool éthylique, l'alcool 15 propylique ou isopropylique, l'alcool tertiobutylique, 1'éthylèneglycol, les éthers monométhylique, monoéthylique et monobutylique de 1'éthylèneglycol, l'acétate du monoéthyléther de 1'éthylèneglycol, le propylèneglycol, les monométhyléthers du propylèneglycol 20 et du dipropylèneglycol et le lac täte de méthyle. Les solvants particulièrement préférés sont l'alcool éthylique et le propylèneglycol.The dye compositions intended to be used in the process according to the invention and containing 5,6-dihydroxyindole, the oxidation dye 10 in association with iodide ions, generally comprise an aqueous medium consisting of water or a water-solvent mixture (s), the solvent (s) being preferably chosen from organic solvents such as ethyl alcohol, propyl or isopropyl alcohol, tert-butyl alcohol, ethylene glycol, the monomethyl, monoethyl and monobutyl ethers of ethylene glycol, the acetate of the monoethyl ether of ethylene glycol, propylene glycol, the monomethyl ethers of propylene glycol and of dipropylene glycol and the methyl tetate. Particularly preferred solvents are ethyl alcohol and propylene glycol.
Le 5,6-dihydroxyindole et les colorants d'oxydation peuvent également être stockés avec les 25 iodures dans un milieu constitué par des solvants anhydres, cette composition étant mélangée au moment de l'emploi avec un milieu aqueux.The 5,6-dihydroxyindole and the oxidation dyes can also be stored with the iodides in a medium consisting of anhydrous solvents, this composition being mixed at the time of use with an aqueous medium.
Lorsque le milieu est aqueux, la composition (Ά) a un pH compris entre 2 et 7, et de préférence entre 30 3,5 et 7.When the medium is aqueous, the composition (Ά) has a pH of between 2 and 7, and preferably between 3.5 and 7.
Conformément a l'invention, on appelle un solvant anhydre un solvant comprenant moins de 1% d'eau.According to the invention, an anhydrous solvent is called a solvent comprising less than 1% of water.
Lorsque le milieu est constitué par un mélange eau-solvant(s), les solvants sont présents dans des 35 concentrations de préférence comprises entre 0,5 et 75%When the medium consists of a water-solvent mixture, the solvents are present in concentrations preferably between 0.5 and 75%
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10 en poids par rapport au poids total de la composition et en particulier entre 2 et 50% et plus particulièrement entre 2 et 20%.10 by weight relative to the total weight of the composition and in particular between 2 and 50% and more particularly between 2 and 20%.
Les compositions conformes à l'invention 5 peuvent contenir d'autres adjuvants habituellement utilisés dans la teinture des fibres kératiniques.The compositions according to the invention 5 may contain other adjuvants usually used in the dyeing of keratin fibers.
Dans l'application préférée à la teinture des cheveux, ces compositions peuvent contenir notamment des amides gras dans des proportions de 0,05 à 10%, des 10 agents tensio-actifs anioniques, cationiques, non ioniques, amphoteres ou leurs mélanges, présents dans des proportions comprises entre 0,1 et 50% en poids, des agents épaississants, des parfums, des agents séquestrants, des agents filmogènes, des agents de 15 traitement, des agents dispersants, des agents de conditionnement, des agents conservateurs, des agents opacifiants, des agents de gonflement des fibres kératiniques.In the preferred application for dyeing the hair, these compositions may in particular contain fatty amides in proportions of 0.05 to 10%, anionic, cationic, nonionic, amphoteric surfactants or their mixtures, present in proportions of between 0.1 and 50% by weight, thickening agents, perfumes, sequestering agents, film-forming agents, treatment agents, dispersing agents, conditioning agents, preserving agents, opacifying agents , keratin fiber swelling agents.
Les épaississants peuvent être choisis plus 20 particulièrement parmi l'alginate de sodium, la gomme arabique, la gomme de guar, les biopolymères comme la gomme de xanthane ou les scléroglucanes, les dérivés de cellulose tels que la méthylcellulose, 1'hydroxyéthyl-cellulose, 1'hydroxypropylméthylcellulose, le sel de 25 sodium de la carboxyméthylcellulose et des polymères d’acide acrylique. On peut également utiliser des agents épaississants minéraux tels que la bentonite. Ces épaississants utilisés seuls ou en mélanges sont présents de préférence, dans des proportions comprises 30 entre 0,1 et 5% en poids par rapport au poids total de la composition et avantageusement entre 0,5 et 3%.The thickeners can be chosen more particularly from sodium alginate, gum arabic, guar gum, biopolymers such as xanthan gum or scleroglucans, cellulose derivatives such as methylcellulose, hydroxyethyl cellulose, Hydroxypropyl methylcellulose, the sodium salt of carboxymethylcellulose and polymers of acrylic acid. It is also possible to use mineral thickening agents such as bentonite. These thickeners, used alone or in mixtures, are preferably present in proportions of between 0.1 and 5% by weight relative to the total weight of the composition and advantageously between 0.5 and 3%.
Les agents d'acidification utilisables dans la forme de réalisation préférée du procédé mettant en oeuvre les compositions à pH acide, peuvent être choisis 35 parmi l'acide lactique, l'acide acétique, l'acideThe acidifying agents which can be used in the preferred embodiment of the process using the compositions at acid pH can be chosen from lactic acid, acetic acid, acid
TT
i 11 tartrique, l'acide phosphorique, l'acide chlorhydrique, l'acide citrique.i 11 tartaric, phosphoric acid, hydrochloric acid, citric acid.
On peut également ajuster le pH avec des agents alcalinisants choisis en particulier parmi les 5 amines telles que les alcanolamines, les alkylamines, les hydroxydes ou les carbonates alcalins ou d'ammonium, notamment lorsque les précurseurs sont utilisés sous forme de sels d'acides forts.The pH can also be adjusted with basifying agents chosen in particular from amines such as alkanolamines, alkylamines, hydroxides or alkali or ammonium carbonates, in particular when the precursors are used in the form of salts of strong acids .
Lorsque la composition est utilisée sous forme 10 de mousse, elle peut être conditionnée sous pression dans un dispositif aérosol en présence d'un agent propulseur et d'au moins un générateur de mousse. Les agents générateurs de mousse peuvent être des polymères moussants, anioniques, cationiques, non ioniques, 15 amphoteres ou des agents tensio-actifs du type de ceux définis ci-dessus.When the composition is used in the form of foam, it can be packaged under pressure in an aerosol device in the presence of a propellant and at least one foam generator. The foaming agents may be foaming, anionic, cationic, nonionic, amphoteric polymers or surfactants of the type of those defined above.
En vue de la mise en oeuvre du procédé conforme à l'invention, les différentes compositions peuvent être conditionnées dans un dispositif a 20 plusieurs compartiments encore appelé "kit" ou nécessaire de teinture, comportant tous les composants destinés à être appliqués pour une même teinture sur les fibres kératiniques en applications successives avec ou sans prémélange. De tels dispositifs sont connus en 25 eux-mêmes et peuvent comporter un premier compartiment contenant la composition (A), contenant le 5,6-dihydro-xyindole, le colorant d'oxydation tel que mentionné ci-dessus, en présence des ions iodure dans un milieu approprié pour la teinture et dans un second 30 compartiment, une solution de peroxyde d'hydrogène.With a view to implementing the process according to the invention, the various compositions can be packaged in a device with several compartments also called a "kit" or dye kit, comprising all the components intended to be applied for the same dye. on keratin fibers in successive applications with or without premix. Such devices are known in themselves and may comprise a first compartment containing the composition (A), containing 5,6-dihydro-xyindole, the oxidation dye as mentioned above, in the presence of the iodide ions. in a medium suitable for dyeing and in a second compartment, a solution of hydrogen peroxide.
Lorsque le milieu contenant le 5,6-dihydroxyindole, le colorant d'oxydation et les ions iodure est un milieu anhydre, on procède, avant emploi, au mélange avec un support aqueux approprié pour la 35 teinture, présent éventuellement dans un troisièmeWhen the medium containing 5,6-dihydroxyindole, the oxidation dye and the iodide ions is an anhydrous medium, mixing is carried out before use with an aqueous support suitable for dyeing, optionally present in a third
VV
12 compartiment.12 compartments.
La composition contenant le 5,6-dihydroxy-indole, le colorant d’oxydation et l’ion iodure en milieu anhydre peut éventuellement être appliquée 5 directement sur les fibres kératiniques humides.The composition containing 5,6-dihydroxy-indole, the oxidation dye and the iodide ion in an anhydrous medium can optionally be applied directly to the wet keratin fibers.
Lorsque le milieu approprié pour la teinture est aqueux, la composition du premier compartiment présente, de préférence, un pH compris entre 2 et 7, et en particulier entre 3,5 et 7. Le pH de la composition 10 contenant le peroxyde d'hydrogène est compris entre 2 et 12, mais il est de préférence acide et compris entre 2 et 7 et plus particulièrement entre 2 et 5.When the medium suitable for dyeing is aqueous, the composition of the first compartment preferably has a pH of between 2 and 7, and in particular between 3.5 and 7. The pH of the composition 10 containing hydrogen peroxide is between 2 and 12, but it is preferably acidic and between 2 and 7 and more particularly between 2 and 5.
Les dispositifs à plusieurs compartiments utilisables conformément à l’invention peuvent être 15 équipés de moyens de mélange au moment de l'emploi, connus en eux-mêmes, et être conditionnés sous atmosphère inerte.The devices with several compartments usable in accordance with the invention can be equipped with mixing means at the time of use, known in themselves, and be packaged under an inert atmosphere.
Le procédé et les compositions utilisés conformément à l'invention peuvent être mis en oeuvre 20 pour teindre des cheveux naturels ou déjà teints, permanentés ou non ou défrisés ou des cheveux fortement ou légèrement décolorés et éventuellement permanentés. Il est également possible de les utiliser pour la teinture des fourrures ou de la laine.The process and the compositions used in accordance with the invention can be used for dyeing natural or already dyed hair, permed or not, or straightened hair or strongly or slightly discolored and optionally permed hair. It is also possible to use them for dyeing furs or wool.
25 Les exemples suivants sont destinés à illustrer l'invention sans pour autant présenter un caractère limitatif.The following examples are intended to illustrate the invention without, however, being limiting in nature.
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EXEMPLE 1 13EXAMPLE 1 13
On prépare les compositions suivantes : COMPOSITION A*[ : - 5,6-dihydroxyindole 0,30 g 5 - 1,2,4-trihydroxybenzène 1,00 g - Iodure de potassium 1,00 g - Alcool éthylique 10,00 g - Gomme de Guar, vendue sous la dénomination "JAGUAR HP 60" par la 10 Société CELANESE 1,00 g - Alkyl éther de glycoside, vendu à la concentration de 60% MA sous la dénomination "TRITON CG 110"The following compositions are prepared: COMPOSITION A * [: - 5,6-dihydroxyindole 0.30 g 5 - 1,2,4-trihydroxybenzene 1.00 g - Potassium iodide 1.00 g - Ethyl alcohol 10.00 g - Guar gum, sold under the name "JAGUAR HP 60" by the company CELANESE 1.00 g - Alkyl glycoside ether, sold at a concentration of 60% MA under the name "TRITON CG 110"
par la Société SEPPIC 5,00 g MAby SEPPIC 5.00 g MA
15 - Conservateur qs - pH spontané = 5,8 - Eau qsp 100,00 g COMPOSITION B à 12,5 volumes d'eau oxygénée : 20 - Peroxyde d'hydrogène 3,75 g - Laurylsulfate d'ammonium 6,70 g - Gomme arabique 1,00 g - Stabilisant 0,03 g ; 25 - Parfum qs - Amino-2 méthyl-2 propanol-1 qs pH = 4 - Eau qsp 100,00 g15 - Preservative qs - spontaneous pH = 5.8 - Water qs 100.00 g COMPOSITION B with 12.5 volumes of hydrogen peroxide: 20 - Hydrogen peroxide 3.75 g - Ammonium lauryl sulfate 6.70 g - Gum arabic 1.00 g - Stabilizer 0.03 g; 25 - Perfume qs - Amino-2 methyl-2 propanol-1 qs pH = 4 - Water qs 100.00 g
On procède à la coloration de cheveux 30 naturels, blancs à 90%, en appliquant la composition (Ai ) .Natural hair is dyed, 90% white, by applying the composition (Ai).
1 4 y1 4 y
On laisse poser la composition (h-\) pendant 15 minutes. Après rinçage à l'eau, on applique la composition (B) d'eau oxygénée à 12,5 volumes qu'on laisse agir pendant 5 minutes. Après rinçage à l'eau et 5 shampooing, les cheveux sont teints en châtain clair doré à reflets rouges.The composition is left to stand (h- \) for 15 minutes. After rinsing with water, the composition (B) of hydrogen peroxide is applied to 12.5 volumes which are left to act for 5 minutes. After rinsing with water and 5 shampoos, the hair is dyed in light golden brown with red reflections.
EXEMPLE 2 10 On prépare la composition suivante : COMPOSITION A? : - 5,6-dihydroxyindole 0,60 g 15 - 1,3-dihydroxybenzène 0,05 g - 3-aminophénol 0,40 g - Iodure de potassium 1,00 g - Alcool éthylique 10,00 g - Gomme de Guar, vendue sous la 20 dénomination "JAGUAR HP 60" par laEXAMPLE 2 The following composition is prepared: COMPOSITION A? : - 5,6-dihydroxyindole 0.60 g 15 - 1,3-dihydroxybenzene 0.05 g - 3-aminophenol 0.40 g - Potassium iodide 1.00 g - Ethyl alcohol 10.00 g - Guar gum, sold under the name "JAGUAR HP 60" by the
Société CELANESE 1 ,00 g - Alkyl éther de glycoside, venduCELANESE 1, 00 g - Alkyl glycoside ether, sold
à la concentration de 60% MA sous la dénomination "TRITON CG 110" par 25 la Société SEPPIC 5,00 g MAat a concentration of 60% MA under the name "TRITON CG 110" by 25 the SEPPIC Company 5.00 g MA
- Conservateur qs - pH spontané =6,5 - Eau qsp 100,00 g 30 On procède à la coloration de cheveux permanentés, blancs à 90%, en appliquant la composition (A2) -- Preservative qs - spontaneous pH = 6.5 - Water qs 100.00 g 30 We proceed to the coloring of permed hair, 90% white, by applying the composition (A2) -
On laisse poser 15 minutes. Après rinçage à l'eau, on applique une composition (B) d'eau oxygénée à 35 12,5 volumes qu'on laisse agir pendant 5 minutes. Après * 15 rinçage à l'eau et shampooing, les cheveux sont teints en châtain foncé à reflet naturel.Leave for 15 minutes. After rinsing with water, a composition (B) of hydrogen peroxide at 12.5 volumes is applied which is left to act for 5 minutes. After * 15 rinsing with water and shampoo, the hair is dyed dark brown with natural reflection.
EXEMPLE 3EXAMPLE 3
On prépare la composition suivante : 5 COMPOSITION A^ : - 5,6-dihydroxyindole 0,20 g - 3-aminophénol 0,10 g - Iodure de potassium 1 ,00 g 10 - Alcool éthylique 10,00 g - Gomme de Guar, vendue sous la dénomination "JAGUAR HP 60" par laThe following composition is prepared: 5 COMPOSITION A ^: - 5,6-dihydroxyindole 0.20 g - 3-aminophenol 0.10 g - Potassium iodide 1.00 g 10 - Ethyl alcohol 10.00 g - Guar gum, sold under the name "JAGUAR HP 60" by the
Société CELANESE 1,00 g - Alkyl éther de glycoside, vendu à 15 la concentration de 60% MA sous la dénomination "TRITON CG 110" par laCELANESE 1.00 g - Alkyl glycoside ether, sold at a concentration of 60% MA under the name "TRITON CG 110" by the
Société SEPPIC 5,00 g MASEPPIC Company 5.00 g MA
- Conservateur qs - pH spontané = 7 20 - Eau qsp 100,00 g- Preservative qs - spontaneous pH = 7 20 - Water qs 100.00 g
On procède à la coloration de cheveux naturels, blancs à 90%, en appliquant la composition (A3)· 25 On laisse poser 15 minutes. Après rinçage à l'eau, on applique une composition (B) d'eau oxygénée à 12,5 volumes qu'on laisse agir pendant 5 minutes. Après rinçage à l'eau et shampooing, les cheveux sont teints en blond doré à reflet naturel.Natural hair, 90% white hair is dyed, applying composition (A3) · 25 Leave to stand for 15 minutes. After rinsing with water, a composition (B) of hydrogen peroxide at 12.5 volumes is applied which is left to act for 5 minutes. After rinsing with water and shampoo, the hair is dyed golden blonde with natural reflection.
EXEMPLE 4 t 16EXAMPLE 4 t 16
On prépare la composition suivante : COMPOSITION A4 : - 5,6-dihydroxyindole 0,70 g 5 - 1,2,4-trihydroxy 5-méthylbenzène 3,00 g - Iodure de potassium 2,00 g - Alcool éthylique 10,00 g - Gomme de Guar, vendue sous la dénomination "JAGUAR HP 60" par la 10 Société CELANESE · 1,00 g - Alkyl éther de glycoside, vendu à la concentration de 60% MA sous la dénomination "TRITON CG 110" par laThe following composition is prepared: COMPOSITION A4: - 5,6-dihydroxyindole 0.70 g 5 - 1,2,4-trihydroxy 5-methylbenzene 3.00 g - Potassium iodide 2.00 g - Ethyl alcohol 10.00 g - Guar gum, sold under the name "JAGUAR HP 60" by the company CELANESE · 1.00 g - Alkyl glycoside ether, sold at a concentration of 60% MA under the name "TRITON CG 110" by the
Société SEPPIC 5,00 g MASEPPIC Company 5.00 g MA
15 - Conservateur qs - pH spontané = 5,4 - Eau qsp 100,00 g15 - Preservative qs - spontaneous pH = 5.4 - Water qs 100.00 g
On procède à la coloration de cheveux 20 permanentes, blancs à 90%, en appliquant la composition (A4).Permanent hair is dyed, 90% white, by applying the composition (A4).
On laisse poser 15 minutes. Après rinçage à l'eau, on applique une composition (B) d'eau oxygénée à! 12,5 volumes qu'on laisse agir pendant 5 minutes. Après 25 rinçage à l'eau et shampooing, les cheveux sont teints en blond foncé acajou.Leave for 15 minutes. After rinsing with water, a composition (B) of hydrogen peroxide is applied to! 12.5 volumes which are left to act for 5 minutes. After 25 rinsing with water and shampoo, the hair is dyed dark mahogany blonde.
EXEMPLE 5 *EXAMPLE 5 *
On prépare la composition suivante : 17 COMPOSITION As : - 5,6-dihydroxyindole 0,50 g 5 - 1,3-dihydroxybenzène 0,50 g - Iodure de potassium 1,00 g - Alcool éthylique 10,00 g - Gomme de Guar, vendue sous la dénomination "JAGUAR HP 60” par la 10 Société CELANESE 1,00 g - Alkyl éther de glycoside, vendu à la concentration de 60% MA sous la dénomination "TRITON CG 110" par laThe following composition is prepared: 17 COMPOSITION As: - 5,6-dihydroxyindole 0.50 g 5 - 1,3-dihydroxybenzene 0.50 g - Potassium iodide 1.00 g - Ethyl alcohol 10.00 g - Guar gum , sold under the name "JAGUAR HP 60” by the company CELANESE 1.00 g - Alkyl glycoside ether, sold at a concentration of 60% MA under the name "TRITON CG 110" by the
Société SEPPIC 5,00 g MASEPPIC Company 5.00 g MA
15 - Conservateur qs - Triéthanolamine qs pH = 6 - Eau qsp 100,00 g15 - Preservative qs - Triethanolamine qs pH = 6 - Water qs 100.00 g
On procède à la -coloration de cheveux 20 permanentes, blancs à 90%, en appliquant la composition (a5) .We proceed to the coloring of permanent hair, 90% white, by applying the composition (a5).
On laisse poser 15 minutes. Après rinçage à l'eau, on applique une composition (B) d'eau oxygénée à 12,5 volumes qu'on laisse agir pendant 5 minutes. Après/ 25 rinçage à l'eau et shampooing, les cheveux sont teints' en châtain foncé cendré.Leave for 15 minutes. After rinsing with water, a composition (B) of hydrogen peroxide at 12.5 volumes is applied which is left to act for 5 minutes. After rinsing with water and shampooing, the hair is dyed in dark ash brown.
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EXEMPLE 6EXAMPLE 6
On prépare la composition suivante : 18 COMPOSITION Afi : - 5,6-dihydroxyindole 0,20 g 5 - 3-aminophénol 0,10 g - 1,2,4-trihydroxybenzène 0,40 g - Iodure de potassium 0,50 g - Alcool éthylique 10,00 g - Gomme de Guar, vendue sous la 10 dénomination "JAGUAR HP 60" par laThe following composition is prepared: 18 COMPOSITION Afi: - 5,6-dihydroxyindole 0.20 g 5 - 3-aminophenol 0.10 g - 1,2,4-trihydroxybenzene 0.40 g - Potassium iodide 0.50 g - Ethyl alcohol 10.00 g - Guar gum, sold under the name 10 "JAGUAR HP 60" by the
Société CELANESE 1,00 g - Alkyl éther de glycoside, vendu à la concentration de 60% MA sous la dénomination "TRITON CG 110" par laCELANESE 1.00 g - Alkyl glycoside ether, sold at a concentration of 60% MA under the name "TRITON CG 110" by the
15 Société SEPPIC 5,00 g MA15 SEPPIC Company 5.00 g MA
- Conservateur qs - pH spontané = 6,3 - Eau qsp 100,00 g 20 On procède à la coloration de cheveux naturels, blancs à 90%, en appliquant la composition (A6) .- Preservative qs - spontaneous pH = 6.3 - Water qs 100.00 g 20 We proceed to color natural hair, 90% white, by applying the composition (A6).
On laisse poser 15 minutes. Après rinçage à l'eau, on applique une composition (B) d'eau oxygénée à; 25 12,5 volumes qu'on laisse agir pendant 5 minutes. Après rinçage à l'eau et shampooing, les cheveux sont teints en blond doré légèrement cendré.Leave for 15 minutes. After rinsing with water, a composition (B) of hydrogen peroxide is applied to; 25 12.5 volumes which are left to act for 5 minutes. After rinsing with water and shampoo, the hair is dyed a light ashy golden blonde.
« 19 EXEMPLE 7"19 EXAMPLE 7
On prépare la composition suivante :The following composition is prepared:
Composition A-j : - 5,6-dihydroxyindole 0,30 g 5 - 3-amino 6-méthylphénol 0,30 g - 1,2,4-trihydroxybenzène 0,30 g - Iodure de potassium 0,80 g - Alcool éthylique 10,00 g - Gomme de guar, vendue sous la 10 dénomination "JAGUAR HP 60" par laComposition Aj: - 5,6-dihydroxyindole 0.30 g 5 - 3-amino 6-methylphenol 0.30 g - 1,2,4-trihydroxybenzene 0.30 g - Potassium iodide 0.80 g - Ethyl alcohol 10, 00 g - Guar gum, sold under the name "JAGUAR HP 60" by the
Société CELANESE ' 1 ,00 g - Alkyl éther de glycoside, venduCELANESE '1, 00 g - Alkyl glycoside ether, sold
à la concentration de 60% MA sous la dénomination "TRITON CG 110" par 15 la Société SEPPIC 5,00 g MAat a concentration of 60% MA under the name "TRITON CG 110" by 15 the company SEPPIC 5.00 g MA
- Conservateur qs - pH spontané = 6,7 - Eau qsp 100,00 g 20 On procède a la coloration de cheveux naturels, blancs à 90%, en appliquant la composition ( &7 ) .- Preservative qs - spontaneous pH = 6.7 - Water qs 100.00 g 20 We proceed to coloring natural hair, 90% white, by applying the composition (& 7).
On laisse poser 15 minutes. Après rinçage à‘ 25 l'eau, on applique une composition (B) d'eau oxygénée à 12,5 volumes qu'on laisse agir pendant 5 minutes. Après rinçage à l'eau et shampooing, les cheveux sont teints en marron roux.Leave for 15 minutes. After rinsing with ‘25 water, apply a composition (B) of hydrogen peroxide at 12.5 volumes which is left to act for 5 minutes. After rinsing with water and shampoo, the hair is dyed reddish brown.
On prépare la composition suivante : » EXEMPLE 8 20The following composition is prepared: EXAMPLE 8 20
Composition A3 : - 5,6-dihydroxyindole 0,40 g 5 - 1-naphtol 0,40 g - Iodure de potassium 0,80 g - Alcool éthylique 10,00 g - Gomme de guar, vendue sous la dénomination "JAGUAR HP 60" par la 10 Société CELANESE 1,00 g - Alkyl éther de glycoside, vendu à la concentration de 60% MA sous la dénomination TRITON CG 110 par laComposition A3: - 5.6-dihydroxyindole 0.40 g 5 - 1-naphthol 0.40 g - Potassium iodide 0.80 g - Ethyl alcohol 10.00 g - Guar gum, sold under the name "JAGUAR HP 60 "by the company CELANESE 1.00 g - Alkyl ether of glycoside, sold at a concentration of 60% MA under the name TRITON CG 110 by the
Société SEPPIC 5,00 g MASEPPIC Company 5.00 g MA
15 - Conservateur qs - Triéthanolamine qs pH = 8,5 - Eau qsp 100,00 g15 - Preservative qs - Triethanolamine qs pH = 8.5 - Water qs 100.00 g
On procède à la 'coloration de cheveux 20 naturels, blancs à 90%, en appliquant la composition (As) ·We proceed to the coloring of natural hair, 90% white, by applying the composition (As).
On laisse poser 15 minutes. Après rinçage à l'eau, on applique une composition (B) d'eau oxygénée à·’ 25 12,5 volumes qu'on laisse agir pendant 5 minutes. Après rinçage à l'eau et shampooing, les cheveux sont teints en châtain clair à reflet cendré.Leave for 15 minutes. After rinsing with water, a composition (B) of hydrogen peroxide at 12.5 volumes is applied, which is left to act for 5 minutes. After rinsing with water and shampoo, the hair is dyed in light brown with ash reflection.
EXEMPLE 9 *EXAMPLE 9 *
On prépare la composition suivante : 21The following composition is prepared: 21
Composition Ag : - 5,6-dihydroxyindole 0,30 g 5 - 3,4-méthylènedioxy 6-méthoxy 1-aminobenzène 0,30 g - Iodure de potassium 0,50 g - Alcool éthylique 10,00 g - Gomme de guar, vendue sous la 10 dénomination "JAGUAR HP 60" par laComposition Ag: - 5,6-dihydroxyindole 0.30 g 5 - 3,4-methylenedioxy 6-methoxy 1-aminobenzene 0.30 g - Potassium iodide 0.50 g - Ethyl alcohol 10.00 g - Guar gum, sold under the name "JAGUAR HP 60" by the
Société CELANESE 1,00 g - Alkyl éther de glycoside, venduCELANESE 1.00 g - Alkyl glycoside ether, sold
à la concentration de 60% MA sous la dénomination "TRITON CG 110" par 15 la Société SEPPIC 5,00 g MAat a concentration of 60% MA under the name "TRITON CG 110" by 15 the company SEPPIC 5.00 g MA
- Conservateur qs - Triéthanolamine qs pH = 6 - Eau qsp 100,00 g 20 On procède à la coloration de cheveux naturels, blancs à 90%, en appliquant la composition ( Ag ) .- Preservative qs - Triethanolamine qs pH = 6 - Water qs 100.00 g 20 We proceed to color natural hair, 90% white, by applying the composition (Ag).
On laisse poser 15 minutes. Après rinçage à/ 25 l'eau, on applique une composition (B) d'eau oxygénée à 12,5 volumes qu'on laisse agir pendant 5 minutes. Après rinçage à l'eau et shampooing, les cheveux sont teints en châtain clair.Leave for 15 minutes. After rinsing with water, a composition (B) of hydrogen peroxide is applied at 12.5 volumes which is left to act for 5 minutes. After rinsing with water and shampoo, the hair is dyed light brown.
Claims (26)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU87086A LU87086A1 (en) | 1987-12-18 | 1987-12-18 | PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH 5,6-DIHYDROXYINDOLE AND AN IODIDE AND TINCTORIAL COMPOSITION USED |
| GR880100834A GR1000167B (en) | 1987-12-18 | 1988-12-13 | Method for dyeing keratin fibres by means of oxydation colouring substances with indole derivatives and application therefor |
| CH4637/88A CH677873A5 (en) | 1987-12-18 | 1988-12-15 | |
| NL8803075A NL8803075A (en) | 1987-12-18 | 1988-12-15 | METHOD FOR DYEING KERATIN FIBERS WITH OXIDATION DYES IN THE PRESENCE OF INDOOL DERIVATIVES AND DYE COMPOSITION USED THEREIN. |
| PT89238A PT89238B (en) | 1987-12-18 | 1988-12-16 | PROCESS FOR DYEING CERATINAL FIBERS WITH OXIDACAUM COLORS ASSOCIATED WITH INDOLE DERIVATIVES AND FOR THE PREPARATION OF TINTORIAL COMPOSITION USED |
| FR8816685A FR2624730B1 (en) | 1987-12-18 | 1988-12-16 | PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH INDOLE DERIVATIVES AND TINCTORIAL COMPOSITION USED |
| BE8801412A BE1001329A3 (en) | 1987-12-18 | 1988-12-16 | Dye process with keratin fibre oxidation dyes associated with derivatives and dyeing composition indole implementation |
| IT68119/88A IT1224001B (en) | 1987-12-18 | 1988-12-16 | PROCEDURE FOR DYING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH INDOLATION DERIVATIVES AND DYEING COMPOSITION USED |
| JP63318311A JP2595076B2 (en) | 1987-12-18 | 1988-12-16 | Keratin fiber dyeing method and dyeing composition |
| DE3842508A DE3842508A1 (en) | 1987-12-18 | 1988-12-16 | METHOD OF CERATING FIBERING WITH OXIDIZING DYES IN COMBINATION WITH INDOOR DERIVATIVES, AGENT AND DEVICE |
| GB8829595A GB2211517B (en) | 1987-12-18 | 1988-12-19 | Process for dyeing keratinous fibres with oxidation dyes combined with indole derivatives and dyeing compositions employed |
| AU27026/88A AU622878B2 (en) | 1987-12-18 | 1988-12-19 | Process for dyeing fibres with oxidation dyes combined with indole derivatives and dyeing compositions employed |
| ZA889447A ZA889447B (en) | 1987-12-18 | 1988-12-19 | Process for dyeing keratinous fibres with oxidation dyes associated with indole derivatives and dyeing composition employed |
| US07/795,344 US5180396A (en) | 1987-12-18 | 1991-11-20 | Process for dyeing keratinous fibres with oxidation dyes combined with indole derivatives and dyeing composition employed |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU87086A LU87086A1 (en) | 1987-12-18 | 1987-12-18 | PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH 5,6-DIHYDROXYINDOLE AND AN IODIDE AND TINCTORIAL COMPOSITION USED |
| LU87086 | 1987-12-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU87086A1 true LU87086A1 (en) | 1989-07-07 |
Family
ID=19731001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU87086A LU87086A1 (en) | 1987-12-18 | 1987-12-18 | PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH 5,6-DIHYDROXYINDOLE AND AN IODIDE AND TINCTORIAL COMPOSITION USED |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JP2595076B2 (en) |
| AU (1) | AU622878B2 (en) |
| BE (1) | BE1001329A3 (en) |
| CH (1) | CH677873A5 (en) |
| DE (1) | DE3842508A1 (en) |
| FR (1) | FR2624730B1 (en) |
| GB (1) | GB2211517B (en) |
| GR (1) | GR1000167B (en) |
| IT (1) | IT1224001B (en) |
| LU (1) | LU87086A1 (en) |
| NL (1) | NL8803075A (en) |
| PT (1) | PT89238B (en) |
| ZA (1) | ZA889447B (en) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2659552B2 (en) * | 1989-10-20 | 1994-11-04 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH AMINOINDOLES, COMPOSITION AND DEVICE FOR IMPLEMENTING SAME. |
| DE3935128A1 (en) * | 1989-10-21 | 1991-04-25 | Henkel Kgaa | OXIDATION FIBER, THEIR PRODUCTION AND USE |
| FR2654336B1 (en) * | 1989-11-10 | 1994-06-03 | Oreal | TINCTORIAL COMPOSITION FOR KERATINIC FIBERS, CONTAINING OXIDATION DYE PRECURSORS AND COUPLERS DERIVED FROM 6- OR 7-HYDROXYINDOLE, AND DYEING METHOD USING THE SAME. |
| FR2659228B1 (en) * | 1990-03-08 | 1994-10-14 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 6 OR 7-MONOHYDROXY-INDOLES WITH ACID PH AND COMPOSITIONS USED THEREOF. |
| FR2663651B1 (en) * | 1990-06-21 | 1992-10-09 | Oreal | METHOD FOR DYEING KERATINIC FIBERS WITH INDOLIC COMPOUNDS, COMPOSITIONS AND DEVICES FOR IMPLEMENTING SAME. |
| FR2664305B1 (en) * | 1990-07-05 | 1992-10-09 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 4-HYDROXYINDOLE DERIVATIVES WITH ACID PH AND COMPOSITIONS IMPLEMENTED. |
| FR2664304B1 (en) * | 1990-07-05 | 1992-10-09 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 4-HYDROXYINDOLE WITH ACID PH AND COMPOSITIONS USED THEREOF. |
| FR2671722B1 (en) * | 1991-01-21 | 1993-04-16 | Oreal | USE OF INDOLIC DERIVATIVES AS COUPLERS IN THE DYEING OF KERATINIC FIBERS. |
| FR2678263B1 (en) * | 1991-06-26 | 1995-03-03 | Oreal | META-AMINOPHENOLS, THEIR USE AS COUPLERS FOR OXIDATION DYEING OF KERATINIC FIBERS, COMPOSITIONS AND DYEING PROCESS. |
| US5279618A (en) * | 1991-09-26 | 1994-01-18 | Clairol Incorporated | Process and kit for dyeing hair |
| US5273550A (en) * | 1991-09-26 | 1993-12-28 | Clairol Incorporated | Process and kit for dyeing hair |
| US6569211B2 (en) | 1991-11-19 | 2003-05-27 | Henkel Kommanditgesellschaft Auf Aktien | 5,6-dihydroxyindolines as additives for hair dyeing preparations |
| FR2692782B1 (en) * | 1992-06-25 | 1995-06-23 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH INDOLIC OR INDOLINIC DERIVATIVES, HYDROGEN PEROXIDE AND PEROXYDASE. |
| DE19732975A1 (en) * | 1997-07-31 | 1999-02-04 | Henkel Kgaa | Colorants |
| TR200003566T2 (en) | 1998-06-23 | 2001-06-21 | Henkel Kommanditgesellschaft Auf Aktien | Paints for dyeing keratin tissues |
| FR2786094B1 (en) | 1998-11-20 | 2001-01-12 | Oreal | KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME |
| FR2786092B1 (en) | 1998-11-20 | 2002-11-29 | Oreal | KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME |
| DE102005043187A1 (en) * | 2005-09-09 | 2007-03-15 | Henkel Kgaa | Polymers with a low molecular weight |
| EP2332516A1 (en) * | 2009-12-09 | 2011-06-15 | KPSS-Kao Professional Salon Services GmbH | Process for oxidative colouring keratin fibres |
| EP2338470A1 (en) | 2009-12-22 | 2011-06-29 | KPSS-Kao Professional Salon Services GmbH | Process for oxidative colouring keratin fibers |
| WO2013148805A2 (en) | 2012-03-27 | 2013-10-03 | The Procter & Gamble Company | Hair colorant compositions comprising 3- amino -2,6- dimethylphenol and 4- aminophenol-type developers, methods, and kits comprising the compositions |
| EP2830578B1 (en) | 2012-03-27 | 2020-02-26 | Noxell Corporation | Hair colorant compositions comprising amino -2,6- dimethylphenol and 1,4- phenylenediamine-type developers, methods, and kits comprising the compositions |
| JP6792767B2 (en) * | 2016-04-28 | 2020-12-02 | ホーユー株式会社 | Oxidative hair dye composition |
| JP7104954B2 (en) * | 2016-04-28 | 2022-07-22 | ホーユー株式会社 | Oxidative hair dye composition |
| CN115990116A (en) * | 2016-04-28 | 2023-04-21 | 朋友株式会社 | Oxidative hair dye composition |
| TW202118477A (en) * | 2019-10-31 | 2021-05-16 | 日商朋友股份有限公司 | Oxidative hair dye |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2421606A1 (en) * | 1978-04-06 | 1979-11-02 | Oreal | TWO-STAGE KERATINIC FIBER DYING PROCESS |
| DE3031709A1 (en) * | 1980-08-22 | 1982-04-22 | Wella Ag, 6100 Darmstadt | Strong shade-forming oxidn. hair-dye compsn. - contg. 4-hydroxy-indole or salt deriv. as coupler and standard developer |
| LU86256A1 (en) * | 1986-01-20 | 1988-01-20 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 5,6-DIHYDROXYINDOLE ASSOCIATED WITH IODIDE |
| LU86833A1 (en) * | 1987-04-02 | 1988-12-13 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 5,6-DIHYDROXYINDOLE ASSOCIATED WITH IODIDE AND A HYDROGEN PEROXIDE COMPOSITION WITH ALKALINE PH |
| LU86899A1 (en) * | 1987-05-25 | 1989-01-19 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH IODIDE AND TINCTORIAL COMPOSITION USED |
| LU86947A1 (en) * | 1987-07-17 | 1989-03-08 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS, ESPECIALLY HUMAN, WITH 5- (HYDROXY OR-METHOXY) 6-HYDROXYINDOLE |
| US4860735A (en) * | 1988-08-08 | 1989-08-29 | The General Hospital Corporation | Drill alignment guide for osteoplastic surgery |
-
1987
- 1987-12-18 LU LU87086A patent/LU87086A1/en unknown
-
1988
- 1988-12-13 GR GR880100834A patent/GR1000167B/en unknown
- 1988-12-15 NL NL8803075A patent/NL8803075A/en not_active Application Discontinuation
- 1988-12-15 CH CH4637/88A patent/CH677873A5/fr not_active IP Right Cessation
- 1988-12-16 PT PT89238A patent/PT89238B/en not_active IP Right Cessation
- 1988-12-16 BE BE8801412A patent/BE1001329A3/en not_active IP Right Cessation
- 1988-12-16 DE DE3842508A patent/DE3842508A1/en not_active Withdrawn
- 1988-12-16 FR FR8816685A patent/FR2624730B1/en not_active Expired - Fee Related
- 1988-12-16 IT IT68119/88A patent/IT1224001B/en active
- 1988-12-16 JP JP63318311A patent/JP2595076B2/en not_active Expired - Lifetime
- 1988-12-19 GB GB8829595A patent/GB2211517B/en not_active Expired - Lifetime
- 1988-12-19 ZA ZA889447A patent/ZA889447B/en unknown
- 1988-12-19 AU AU27026/88A patent/AU622878B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| GB8829595D0 (en) | 1989-02-08 |
| JPH01199906A (en) | 1989-08-11 |
| AU2702688A (en) | 1989-07-13 |
| PT89238B (en) | 1993-07-30 |
| GB2211517B (en) | 1992-04-15 |
| IT8868119A0 (en) | 1988-12-16 |
| IT1224001B (en) | 1990-09-26 |
| DE3842508A1 (en) | 1989-07-13 |
| PT89238A (en) | 1989-12-29 |
| NL8803075A (en) | 1989-07-17 |
| JP2595076B2 (en) | 1997-03-26 |
| CH677873A5 (en) | 1991-07-15 |
| AU622878B2 (en) | 1992-04-30 |
| FR2624730B1 (en) | 1993-10-22 |
| BE1001329A3 (en) | 1989-09-26 |
| ZA889447B (en) | 1990-08-29 |
| FR2624730A1 (en) | 1989-06-23 |
| GR1000167B (en) | 1991-10-10 |
| GB2211517A (en) | 1989-07-05 |
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