FR3060562B1 - Nouveaux colorants directs azomethiniques presentant au moins une charge cationique, composition cosmetique comprenant au moins un tel colorant, procede de mise en oeuvre et utilisation - Google Patents

Nouveaux colorants directs azomethiniques presentant au moins une charge cationique, composition cosmetique comprenant au moins un tel colorant, procede de mise en oeuvre et utilisation Download PDF

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Publication number
FR3060562B1
FR3060562B1 FR1662615A FR1662615A FR3060562B1 FR 3060562 B1 FR3060562 B1 FR 3060562B1 FR 1662615 A FR1662615 A FR 1662615A FR 1662615 A FR1662615 A FR 1662615A FR 3060562 B1 FR3060562 B1 FR 3060562B1
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FR
France
Prior art keywords
formula
dyes
azomethinic
dye
implementation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
FR1662615A
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English (en)
Other versions
FR3060562A1 (fr
Inventor
Stephane Blais
Stephane Sabelle
Aziz Fadli
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Priority to FR1662615A priority Critical patent/FR3060562B1/fr
Priority to PCT/EP2017/083112 priority patent/WO2018109192A1/fr
Priority to ES17826181T priority patent/ES2912472T3/es
Priority to EP17826181.4A priority patent/EP3555069B1/fr
Priority to US16/470,155 priority patent/US10889718B2/en
Publication of FR3060562A1 publication Critical patent/FR3060562A1/fr
Application granted granted Critical
Publication of FR3060562B1 publication Critical patent/FR3060562B1/fr
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/61—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms not forming part of a nitro radical, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B55/00—Azomethine dyes
    • C09B55/009—Azomethine dyes, the C-atom of the group -C=N- being part of a ring (Image)
    • 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
    • A61K8/416—Quaternary ammonium 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • 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
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/14—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention porte sur des nouveaux colorants directs azométhiniques cationiques de formule (I) et leurs formes leucos de formule (II) ainsi que leur utilisation pour la coloration des fibres kératiniques, en particulier des fibres kératiniques humaines telles que les cheveux : Formule (I) ou (II) dans lesquelles X1, X2, R1, R2, R3, R4, R5, R6, n, et n' sont tels que définis dans la description Les composés de formule (I) selon l'invention permettent de conduire à des colorations puissantes, chromatiques, peu sélectives, avec une bonne montée de la couleur et qui sont résistantes aux diverses agressions que peuvent subir les fibres kératiniques tels que les intempéries, la lumière, les lavages et la transpiration.
FR1662615A 2016-12-16 2016-12-16 Nouveaux colorants directs azomethiniques presentant au moins une charge cationique, composition cosmetique comprenant au moins un tel colorant, procede de mise en oeuvre et utilisation Expired - Fee Related FR3060562B1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
FR1662615A FR3060562B1 (fr) 2016-12-16 2016-12-16 Nouveaux colorants directs azomethiniques presentant au moins une charge cationique, composition cosmetique comprenant au moins un tel colorant, procede de mise en oeuvre et utilisation
PCT/EP2017/083112 WO2018109192A1 (fr) 2016-12-16 2017-12-15 Nouveaux colorants directs azométhiniques portant au moins une charge cationique, composition cosmétique comprenant au moins un tel colorant, son procédé de mise en oeuvre et son utilisation
ES17826181T ES2912472T3 (es) 2016-12-16 2017-12-15 Nuevos colorantes directos de azometina que portan al menos una carga cationica, composición cosmética que comprende al menos uno de tales colorantes, procedimiento de implementación y uso de los mismos
EP17826181.4A EP3555069B1 (fr) 2016-12-16 2017-12-15 Nouveaux colorants directs azométhiniques portant au moins une charge cationique, composition cosmétique comprenant au moins un tel colorant, son procédé de mise en oeuvre et son utilisation
US16/470,155 US10889718B2 (en) 2016-12-16 2017-12-15 Azomethine direct dyes bearing at least one cationic charge, cosmetic composition comprising at least one such dye, implementation process therefor and use thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1662615A FR3060562B1 (fr) 2016-12-16 2016-12-16 Nouveaux colorants directs azomethiniques presentant au moins une charge cationique, composition cosmetique comprenant au moins un tel colorant, procede de mise en oeuvre et utilisation
FR1662615 2016-12-16

Publications (2)

Publication Number Publication Date
FR3060562A1 FR3060562A1 (fr) 2018-06-22
FR3060562B1 true FR3060562B1 (fr) 2019-05-24

Family

ID=57909768

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1662615A Expired - Fee Related FR3060562B1 (fr) 2016-12-16 2016-12-16 Nouveaux colorants directs azomethiniques presentant au moins une charge cationique, composition cosmetique comprenant au moins un tel colorant, procede de mise en oeuvre et utilisation

Country Status (5)

Country Link
US (1) US10889718B2 (fr)
EP (1) EP3555069B1 (fr)
ES (1) ES2912472T3 (fr)
FR (1) FR3060562B1 (fr)
WO (1) WO2018109192A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113289660A (zh) * 2021-05-31 2021-08-24 浙江树人学院（浙江树人大学） 一种核壳结构负载型催化剂及其制备方法和应用
US12396938B2 (en) 2022-08-31 2025-08-26 L'oreal Compositions and methods for coloring hair

Family Cites Families (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE626050A (fr) 1962-03-30
DE1492175A1 (de) 1965-07-07 1970-02-12 Schwarzkopf Gmbh Hans Verfahren zum Faerben von lebenden Haaren
NL139303C (fr) 1969-06-25
LU59265A1 (fr) 1969-08-11 1971-06-21 Oreal
BE786218A (fr) 1971-07-14 1973-01-15 Oreal
DE2359399C3 (de) 1973-11-29 1979-01-25 Henkel Kgaa, 4000 Duesseldorf Haarfärbemittel
LU69456A1 (fr) 1974-02-22 1975-12-09
DE3843892A1 (de) 1988-12-24 1990-06-28 Wella Ag Oxidationshaarfaerbemittel mit einem gehalt an diaminopyrazolderivaten und neue diaminopyrazolderivate
JPH0563124A (ja) 1991-09-03 1993-03-12 Mitsubishi Electric Corp 混成集積回路装置
DE4133957A1 (de) 1991-10-14 1993-04-15 Wella Ag Haarfaerbemittel mit einem gehalt an aminopyrazolderivaten sowie neue pyrazolderivate
DE4234887A1 (de) 1992-10-16 1994-04-21 Wella Ag Oxidationshaarfärbemittel mit einem Gehalt an 4,5-Diaminopyrazolderivaten sowie neue 4,5-Diaminopyrazolderivate und Verfahren zu ihrer Herstellung
DE4234885A1 (de) 1992-10-16 1994-04-21 Wella Ag Verfahren zur Herstellung von 4,5-Diaminopyrazol-Derivaten, deren Verwendung zum Färben von Haaren sowie neue Pyrazol-Derivate
TW311089B (fr) 1993-07-05 1997-07-21 Ciba Sc Holding Ag
TW325998B (en) 1993-11-30 1998-02-01 Ciba Sc Holding Ag Dyeing keratin-containing fibers
DE59510392D1 (de) 1994-11-03 2002-10-31 Ciba Sc Holding Ag Kationische Imidazolazofarbstoffe
DE4440957A1 (de) 1994-11-17 1996-05-23 Henkel Kgaa Oxidationsfärbemittel
FR2733749B1 (fr) 1995-05-05 1997-06-13 Oreal Compositions pour la teinture des fibres keratiniques contenant des diamino pyrazoles, procede de teinture, nouveaux diamino pyrazoles et leur procede de preparation
DE19539264C2 (de) 1995-10-21 1998-04-09 Goldwell Gmbh Haarfärbemittel
DE19543988A1 (de) 1995-11-25 1997-05-28 Wella Ag Oxidationshaarfärbemittel mit einem Gehalt an 3,4,5-Triaminopyrazolderivaten sowie neue 3,4,5-Triaminopyrazolderivate
FR2801308B1 (fr) 1999-11-19 2003-05-09 Oreal COMPOSITIONS DE TEINTURE DE FIBRES KERATINIQUES CONTENANT DE DES 3-AMINO PYRAZOLO-[1,(-a]-PYRIDINES, PROCEDE DE TEINTURE, NOUVELLES 3-AMINO PYRAZOLO-[1,5-a]-PYRIDINES
FR2886136B1 (fr) 2005-05-31 2007-08-10 Oreal Composition pour la teinture des fibres keratiniques comprenant au moins un derive de diamino-n,n-dihydro- pyrazolone et un colorant d'oxydation cationique
FR2925049B1 (fr) * 2007-12-14 2012-03-09 Oreal Colorants directs azomethiniques ou precurseurs reduits de colorants directs azomethiniques obtenus a partir de 2-alkyl resorcinols, procede de coloration capillaire a partir de ces colorants ou precurseurs
FR2925054B1 (fr) * 2007-12-14 2012-02-10 Oreal Colorants directs azomethiniques ou precurseurs reduits de cololants obtenus a partir du 2-amino-3-hydroxypyridine, procede de coloration capillaire a partir de ces colorants et precuseurs
FR2946647B1 (fr) * 2009-06-11 2011-06-24 Oreal Colorants directs azomethiniques ou precurseurs reduits de ces colorants obtenus a partir de para-phenylenediamines secondaires n-alkylaminees, procede de coloration capilaire a partir de ces colorants.
FR2983856B1 (fr) * 2011-12-13 2014-05-16 Oreal Colorants directs azomethiniques tri-aromatiques, composition tinctoriale comprenant au moins un tel colorant, procede de mise en œuvre et utilisation
JP5672255B2 (ja) 2012-02-21 2015-02-18 新日鐵住金株式会社 鍛鋼ロールの製造方法
FR3006180B1 (fr) * 2013-05-29 2015-05-15 Oreal Colorants directs azomethiniques a groupe aniline encombre, composition tinctoriale comprenant au moins un tel colorant, procede de mise en œuvre et utilisation

Also Published As

Publication number Publication date
US10889718B2 (en) 2021-01-12
WO2018109192A1 (fr) 2018-06-21
ES2912472T3 (es) 2022-05-26
US20200123386A1 (en) 2020-04-23
EP3555069A1 (fr) 2019-10-23
EP3555069B1 (fr) 2022-03-30
FR3060562A1 (fr) 2018-06-22

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