GB1211802A - Monoazo dyes derived from 2-amino-benzothiazoles - Google Patents

Monoazo dyes derived from 2-amino-benzothiazoles

Info

Publication number
GB1211802A
GB1211802A GB53068/69A GB5306869A GB1211802A GB 1211802 A GB1211802 A GB 1211802A GB 53068/69 A GB53068/69 A GB 53068/69A GB 5306869 A GB5306869 A GB 5306869A GB 1211802 A GB1211802 A GB 1211802A
Authority
GB
United Kingdom
Prior art keywords
radical
quaternary
anion
alkyl
monoazo dyes
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
Application number
GB53068/69A
Inventor
Gregoire Kalopissis
Andree Bugaut
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Publication of GB1211802A publication Critical patent/GB1211802A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3691—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing nitrogen and sulfur as heteroatom

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

1,211,802. Monoazo dyes. L'OREAL. 22 Feb., 1968 [22 Feb.; 1967], No. 53068/69. Divided out of 1,211,801. Heading C4P. The invention comprises compounds of the formula wherein R represents C 1-4 alkyl, R 1 and R 2 together with the N atom to which they are attached form a saturated heterocyclic radical, and n is an integer from 2 to 6; and mono- and bis-quaternary salts thereof wherein the quaternary radical is a C 1-4 alkyl radical and the anion is a halogen anion or is a CH 3 SO 4 anion when the quaternary radical is a methyl radical and hydrates thereof. They may be obtained by diazotizing 2-aminobenzothiazole and coupling with an aromatic amine of formula and optionally converting the product into the corresponding mono- or bis-quaternary salt, by reaction with a C 1 -C 4 alkyl halide or dimethyl sulphate. Examples are given for the preparation of the compounds. They are useful as hair dyes.
GB53068/69A 1967-02-22 1968-02-22 Monoazo dyes derived from 2-amino-benzothiazoles Expired GB1211802A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
LU53050A LU53050A1 (en) 1967-02-22 1967-02-22

Publications (1)

Publication Number Publication Date
GB1211802A true GB1211802A (en) 1970-11-11

Family

ID=19725127

Family Applications (2)

Application Number Title Priority Date Filing Date
GB8765/68A Expired GB1211801A (en) 1967-02-22 1968-02-22 Benzothiazole hair dyeing compositions
GB53068/69A Expired GB1211802A (en) 1967-02-22 1968-02-22 Monoazo dyes derived from 2-amino-benzothiazoles

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB8765/68A Expired GB1211801A (en) 1967-02-22 1968-02-22 Benzothiazole hair dyeing compositions

Country Status (5)

Country Link
US (1) US3578386A (en)
DE (2) DE1719377C3 (en)
FR (1) FR1560664A (en)
GB (2) GB1211801A (en)
LU (1) LU53050A1 (en)

Families Citing this family (93)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3988311A (en) * 1966-05-23 1976-10-26 Ciba-Geigy Ag Basic azo dyestuffs containing a heterocyclic diazo component and a para-N-tertiary or quaternary heterocyclic amine alkylene amino benzene coupling component
US3933787A (en) * 1973-01-12 1976-01-20 Sandoz Ltd., (Sandoz Ag) Substituted 4-(2-benzothiazolyl)phenylazo dyes having a quaternary ammonium, hydrazinium or optionally substituted amino substituent
DE2401246A1 (en) * 1974-01-11 1975-07-24 Bayer Ag CATIONIC COLORS
US4714606A (en) * 1984-05-15 1987-12-22 Cytocolor Incorporated Method of staining and identifying cells and compositions thereof
US5099027A (en) * 1987-08-12 1992-03-24 Ppg Industries, Inc. 2(2-hydroxyphenyl)2H-benzotriazole compounds and homopolymers or copolymers thereof
TW311089B (en) * 1993-07-05 1997-07-21 Ciba Sc Holding Ag
FR2757388B1 (en) * 1996-12-23 1999-11-12 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2757385B1 (en) * 1996-12-23 1999-01-29 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2757384B1 (en) * 1996-12-23 1999-01-15 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2757387B1 (en) * 1996-12-23 1999-01-29 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2766177B1 (en) 1997-07-16 2000-04-14 Oreal NOVEL CATIONIC OXIDATION BASES, THEIR USE FOR OXIDATION DYEING OF KERATINIC FIBERS, TINCTORIAL COMPOSITIONS AND DYEING METHODS
FR2766179B1 (en) 1997-07-16 2000-03-17 Oreal NOVEL CATIONIC OXIDATION BASES, THEIR USE FOR OXIDATION DYEING OF KERATINIC FIBERS, TINCTORIAL COMPOSITIONS AND DYEING METHODS
FR2766178B1 (en) 1997-07-16 2000-03-17 Oreal NOVEL CATIONIC OXIDATION BASES, THEIR USE FOR OXIDATION DYEING OF KERATINIC FIBERS, TINCTORIAL COMPOSITIONS AND DYEING METHODS
ATE363887T2 (en) * 1997-10-22 2007-06-15 Oreal DYE FOR KERATINIC FIBER AND METHOD OF DYEING USING THIS COMPOSITION
FR2779055B1 (en) * 1998-05-28 2001-05-04 Oreal DIRECT DYE COMPOSITION FOR KERATINIC FIBERS WITH CATIONIC DIRECT DYE AND POLYOL AND / OR POLYOL ETHER
FR2779056B1 (en) * 1998-05-28 2001-09-07 Oreal DYE COMPOSITION FOR KERATINIC FIBERS WITH CATIONIC DIRECT DYE AND POLYOL OR POLYOL ETHER
FR2822698B1 (en) * 2001-04-03 2006-04-21 Oreal NEW DYE COMPOSITION FOR DYEING KERATIN FIBERS COMPRISING A DICATIONIC MONOAZO DYE
FR2825625B1 (en) * 2001-06-12 2005-06-17 Oreal USE OF DICATIONIC COMPOUNDS IN DYEING OF HUMAN KERATIN FIBERS AND COMPOSITIONS CONTAINING SAME
FR2825624B1 (en) * 2001-06-12 2005-06-03 Oreal DYEING COMPOSITION OF HUMAN KERATINIC FIBERS WITH DIRECT DYES AND DICATIONIC COMPOUNDS
FR2825623B1 (en) * 2001-06-12 2005-04-08 Oreal DYEING COMPOSITION OF HUMAN KERATINIC FIBERS WITH OXIDATION DYES AND DICATIONIC COMPOUNDS
US7172633B2 (en) * 2003-06-16 2007-02-06 L'ORéAL S.A. Lightening dye composition comprising at least one cationic direct dye containing mixed chromophores
US7201779B2 (en) * 2003-06-16 2007-04-10 L'oreal S.A. Dye composition comprising at least one direct dye containing mixed chromophores
US7300471B2 (en) * 2004-02-27 2007-11-27 L'oreal S.A. Composition comprising at least one mixed dye based on at least one chromophore of azo or tri(hetero) arylmethane type, dyeing process and mixed dyes.
US7326259B2 (en) * 2004-06-23 2008-02-05 L'oreal S.A. Use of polycationic compounds in the dyeing of keratinous fibres
FR2872035B1 (en) * 2004-06-23 2007-11-23 Oreal USE OF POLYCATIONIC COMPOUNDS IN DYE OF KERATIN FIBERS
US7488354B2 (en) * 2004-10-14 2009-02-10 L'oreal S.A. Dyeing composition comprising at least one disulphide dye and method of dyeing human keratin fibers using this dye
FR2889954B1 (en) * 2005-08-26 2007-10-19 Oreal CATIONIC MIXED DYES COMPRISING ANTHRAQUINONE CHROMOPHORE AND THEIR USE IN CAPILLARY COLOR
EP1820537A1 (en) * 2006-02-18 2007-08-22 Wella Aktiengesellschaft Agents for coloring keratin fibers
ATE536915T1 (en) * 2006-02-18 2011-12-15 Wella GmbH AGENTS FOR DYING FIBERS CONTAINING KERATIN
FR2898903B1 (en) 2006-03-24 2012-08-31 Oreal DYEING COMPOSITION COMPRISING A FLUORESCENT DISULFIDE DYE, METHOD OF LIGHTENING KERATINIC MATERIALS FROM THAT COLORANT
KR101088332B1 (en) * 2006-03-24 2011-11-30 로레알 Dyeing composition containing a thiol/disulphide fluorescent colorant comprising amine groups and having an internal cationic charge, and method for lightening keratin materials using said colorant
FR2919179B1 (en) 2007-07-24 2010-02-19 Oreal CAPILLARY COMPOSITION COMPRISING AT LEAST ONE DIRECT DISULFIDE DYE AND AT LEAST ONE ALKALINE HYDROXIDE AGENT AND METHOD FOR SIMULTANEOUS SHAPING AND COLORING.
FR2921256B1 (en) 2007-09-24 2009-12-04 Oreal COMPOSITION FOR COLORING KERATINIC FIBERS COMPRISING AT LEAST ONE DIRECT DYE WITH DISULFURE / THIOL FUNCTION AND AT LEAST ONE THIOL-FUNCTIONAL POLYMER AND PROCESS USING THE COMPOSITION
FR2955860A1 (en) * 2010-02-03 2011-08-05 Oreal Use of substituted azophenyl-ethane diamine compounds for dyeing keratin fibers, preferably human hair
FR2968954B1 (en) 2010-12-15 2012-12-21 Oreal PROCESS FOR COLORING KERATIN FIBERS USING A DIRECT DYE WITH PROTECTED DISULFIDE / THIOL / THIOL FUNCTION AND WATER VAPOR
FR2971937B1 (en) 2011-02-25 2013-02-15 Oreal COMPOSITION FOR COLORING KERATIN FIBERS COMPRISING A DIRECT DYE WITH DISULFURE / THIOL FUNCTION, A NON-CELLULOSIC THICKENING POLYMER, AN ALKALI AGENT, AND A REDUCING AGENT
FR2971935B1 (en) 2011-02-25 2013-02-15 Oreal COMPOSITION FOR COLORING KERATIN FIBERS COMPRISING DIRECT COLOR WITH DISULFIDE / THIOL FUNCTION, THICKENING POLYMER, NON-IONIC SURFACTANT, ALKALINE AGENT, AND REDUCING AGENT
FR2971938B1 (en) 2011-02-25 2013-08-02 Oreal COMPOSITION FOR COLORING KERATINIC FIBERS COMPRISING DIRECT COLOR WITH DISULFURE / THIOL FUNCTION, LOW OR NON-ETHOXYL FATTY ALCOHOL, CATIONIC SURFACTANT, ALKALINE AGENT, AND REDUCING AGENT
FR2971936B1 (en) 2011-02-25 2013-02-15 Oreal COMPOSITION FOR COLORING KERATIN FIBERS COMPRISING DIRECT DYE WITH DISULFIDE / THIOL FUNCTION, NON-IONIC SURFACTANT, AMPHOTERIC SURFACTANT, ETHOXYL FATTY ALCOHOL, ALKALINE AGENT, AND REDUCING AGENT
FR2971939B1 (en) 2011-02-25 2013-02-15 Oreal COMPOSITION FOR COLORING KERATINIC FIBERS COMPRISING A DIRECT DYE WITH DISULFIDE / THIOL FUNCTION, A FATTY BODY, AN ALKALI AGENT, AND A REDUCING AGENT
EP2677996B1 (en) 2011-02-25 2017-11-29 L'Oréal Composition for dyeing keratinous fibres comprising a direct dye having a disulphide/thiol functional group, a thickening polymer, an ethoxylated fatty alcohol and/or a nonionic surfactant, an alkaline agent and a reducing agent
BR112013032812A8 (en) 2011-07-05 2018-01-09 Oreal composition for dyeing keratin fibers, in particular human keratin fibers, multi-compartment process and device
JP6208123B2 (en) 2011-07-05 2017-10-04 ロレアル Cosmetic compositions, dyeing methods and devices rich in fatty substances comprising polyoxyalkylenated fatty alcohol ethers and direct and / or oxidative dyes
FR2977482B1 (en) 2011-07-05 2013-11-08 Oreal COLORING COMPOSITION USING A LONG CHAIN ETHER OF ALCOXYL FATTY ALCOHOL AND CATIONIC POLYMER, METHODS AND DEVICES
FR2980675B1 (en) 2011-09-30 2013-11-01 Oreal METHOD FOR COLOR TEMPORARY SHAPING OF KERATIN FIBERS
EP2879650B1 (en) 2012-08-02 2017-07-26 L'oreal Dyeing composition comprising a fatty substance, a non-ionic guar gum, an amphoteric surfactant and a non-ionic or anionic surfactant, and an oxidizing agent, dyeing process and suitable device
FR2994091B1 (en) 2012-08-02 2014-08-01 Oreal COLORING COMPOSITION COMPRISING NON-IONIC GUAR GUM OR ONE OF ITS NON-IONIC DERIVATIVES, PROCESS AND DEVICE
FR2994084B1 (en) 2012-08-02 2014-10-31 Oreal CREAM-STAINING COMPOSITION COMPRISING AT LEAST ONE OIL, NO LITTLE OR LESS SOLID FATTY ALCOHOL, COLORING PROCESS AND APPROPRIATE DEVICE
BR112015002202B1 (en) 2012-08-02 2019-10-22 Oreal keratin fiber dyeing composition, keratin fiber dyeing process and device
FR3015232B1 (en) 2013-12-23 2016-01-08 Oreal PACKAGING ARTICLE COMPRISING AN ENVELOPE ANHYDROUS COLORING COMPOSITION COMPRISING AN OXIDATION COLOR, USE AND METHOD FOR COLORING KERATIN FIBERS
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FR3111557B1 (en) 2020-06-23 2022-11-25 Oreal Cosmetic composition comprising a polyhydroxyalkanoate copolymer comprising at least two different polymeric units with an (un)saturated hydrocarbon chain in a fatty medium
FR3111812B1 (en) 2020-06-24 2023-02-10 Oreal Cosmetic composition comprising a grafted polyhydroxyalkanoate copolymer in a fatty medium
FR3117805B1 (en) 2020-12-18 2024-02-16 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
US20240082121A1 (en) 2020-12-18 2024-03-14 L'oreal Process for lightening keratin fibres
FR3117809B1 (en) 2020-12-18 2024-02-16 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3117808B1 (en) 2020-12-18 2024-03-01 Oreal Composition for the simultaneous bleaching and coloring of keratin fibers and process using this composition
FR3117806B1 (en) 2020-12-18 2024-03-01 Oreal Composition for the simultaneous bleaching and coloring of keratin fibers and process using this composition
FR3117807B1 (en) 2020-12-18 2024-03-01 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130567B1 (en) 2021-12-16 2024-02-16 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130572A1 (en) 2021-12-16 2023-06-23 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130570A1 (en) 2021-12-16 2023-06-23 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130569A1 (en) 2021-12-16 2023-06-23 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130571B1 (en) 2021-12-16 2024-02-16 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130568B1 (en) 2021-12-16 2024-02-16 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130610A1 (en) 2021-12-20 2023-06-23 L'oreal Composition comprising a polyhydroxyalkanoate copolymer with a long hydrocarbon chain containing ionic group(s), process for treating keratin materials using the composition
FR3136966A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136967A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136968A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136975A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136976A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136972A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition

Also Published As

Publication number Publication date
DE1719377A1 (en) 1971-10-21
DE1794404A1 (en) 1975-11-27
FR1560664A (en) 1969-03-21
DE1794404C3 (en) 1978-04-06
US3578386A (en) 1971-05-11
LU53050A1 (en) 1968-08-27
DE1719377C3 (en) 1978-03-30
GB1211801A (en) 1970-11-11
DE1794404B2 (en) 1977-08-11
DE1719377B2 (en) 1977-08-04

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee