FR2315256A1 - Nitro couplers for keratinous fibre dyeing preparations - by direct, oxidn. or direct and oxidn. techniques - Google Patents

Nitro couplers for keratinous fibre dyeing preparations - by direct, oxidn. or direct and oxidn. techniques

Info

Publication number
FR2315256A1
FR2315256A1 FR7520155A FR7520155A FR2315256A1 FR 2315256 A1 FR2315256 A1 FR 2315256A1 FR 7520155 A FR7520155 A FR 7520155A FR 7520155 A FR7520155 A FR 7520155A FR 2315256 A1 FR2315256 A1 FR 2315256A1
Authority
FR
France
Prior art keywords
oxidn
alkyl
nitro
direct
novel
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.)
Granted
Application number
FR7520155A
Other languages
French (fr)
Other versions
FR2315256B1 (en
Inventor
Andree Ormancey
Epouse Bugaut
Ginette Procajlo Epo Jeanminet
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
Priority to FR7520155A priority Critical patent/FR2315256A1/en
Application filed by LOreal SA filed Critical LOreal SA
Priority to AU15303/76A priority patent/AU498883B2/en
Priority to AT467576A priority patent/AT351171B/en
Priority to CH820276A priority patent/CH618343A5/fr
Priority to GB26586/76A priority patent/GB1544127A/en
Priority to CA255,711A priority patent/CA1088066A/en
Priority to BE168319A priority patent/BE843417A/en
Priority to JP51075408A priority patent/JPS523836A/en
Priority to IT7668575A priority patent/IT1070051B/en
Priority to DE19762628716 priority patent/DE2628716A1/en
Priority to DE2661057A priority patent/DE2661057C2/de
Priority to NLAANVRAGE7606948,A priority patent/NL182534C/en
Publication of FR2315256A1 publication Critical patent/FR2315256A1/en
Application granted granted Critical
Publication of FR2315256B1 publication Critical patent/FR2315256B1/fr
Priority to CH1084079A priority patent/CH621537A5/fr
Priority to CA341,780A priority patent/CA1089857A/en
Priority to US06/127,461 priority patent/US4330291A/en
Priority to US06/351,300 priority patent/US4473374A/en
Granted legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/418Amines containing nitro groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D263/18Oxygen atoms
    • C07D263/20Oxygen atoms attached in position 2
    • C07D263/22Oxygen atoms attached in position 2 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • 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)
  • Cosmetics (AREA)
  • Coloring (AREA)

Abstract

Tinctorial compsn. for Keratinous fibres utilisable for direct dyeing, oxidn. dyeing or both direct and oxidn. dyeing contains in an aq. carrier, either at least one (nitro coupler) cpd. of formula (I): (where R is H, alkyl or halogen; R' is H, alkyl, hydroxy-alkyl, carbamyl-alkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, monoalkylaminoalkyl, dialkyl-aminoalkyl, piperidinoalkyl, morpholinoalkyl, carbamoyl, acyl or carboalkoxy) or at least one (I) and at least one oxidn. base of formula (II) (where R1-R4 are independently H, alkyl, halogen or alkoxy; Y is OH or -NR5R6; R5 and R6 are independently H, alkyl, hydioxyalkyl, carbamyalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulphoalkyl, morpholinoalkyl, piperidinoalkyl, the alkyl gps. contg. 1-4C atoms) or a heterocyclic cpd. contg. in the p-pos. either two amino gps., or an amino gp. and an OH gp. This base may be in the free base or acid addition salt form. Cpds. (I) where R and R' are not simultaneously H are novel. The cpds. obtd. by condensn. of (I) and the oxidn. bases esp. those of formula (II) are also novel. A wide range of hair colours possible. The dyeings are deep, highly stable and fast to light, weather and washing. The nitro couplers themselves have sufficient stability in ammoniacal, alcoholic and aq. alcoholic medium. Nitro couplers comprise novel cpds. such as 2-methyl-5-acetylamino-6-nitrophenol, and also novel indo-nitroanilines and indo-nitrophenols such as N-(4'-hydroxy) phenyl -2-methyl-5-amino-6-nitro-benzoquinone-imine.
FR7520155A 1975-06-26 1975-06-26 Nitro couplers for keratinous fibre dyeing preparations - by direct, oxidn. or direct and oxidn. techniques Granted FR2315256A1 (en)

Priority Applications (16)

Application Number Priority Date Filing Date Title
FR7520155A FR2315256A1 (en) 1975-06-26 1975-06-26 Nitro couplers for keratinous fibre dyeing preparations - by direct, oxidn. or direct and oxidn. techniques
DE2661057A DE2661057C2 (en) 1975-06-26 1976-06-25
CH820276A CH618343A5 (en) 1975-06-26 1976-06-25
GB26586/76A GB1544127A (en) 1975-06-26 1976-06-25 Nitrated coupling agents which can be used in direct dyeing processes oxidation dyeing processes and mixed dyeing processes
CA255,711A CA1088066A (en) 1975-06-26 1976-06-25 Nitrated couplers used as direct, oxydation and mixed dyes
BE168319A BE843417A (en) 1975-06-26 1976-06-25 NITER COUPLERS FOR USE IN DIRECT DYES, OXIDIZATION DYES AND MIXED DYES
JP51075408A JPS523836A (en) 1975-06-26 1976-06-25 Hair dye composition and horny fiber dyeing method and nitrated aminodhenol and preparation of said compound
IT7668575A IT1070051B (en) 1975-06-26 1976-06-25 COPULANTS FOR DYEING OF KERATINIC FIBERS..PROCEDURE FOR THEIR PREPARATION AND DYEING COMPOSITIONS INCLUDING SUCH COPULANTS
AU15303/76A AU498883B2 (en) 1975-06-26 1976-06-25 Dyeing of keratin fibres
AT467576A AT351171B (en) 1975-06-26 1976-06-25 COLORING AGENTS FOR KERATIN FIBERS CONTAINING 2-NITRO-AMINOPHENOLS
NLAANVRAGE7606948,A NL182534C (en) 1975-06-26 1976-06-25 METHOD FOR PREPARING PREPARATIONS FOR DYEING KERATIN FIBERS AND METHODS FOR PREPARING COMPOUNDS TO BE USED THEREIN
DE19762628716 DE2628716A1 (en) 1975-06-26 1976-06-25 NITRATED COUPLERS THAT CAN BE USED IN DIRECT PAINTING, OXYDATING PAINTING AND MIXED PAINTING
CH1084079A CH621537A5 (en) 1975-06-26 1979-12-06
CA341,780A CA1089857A (en) 1975-06-26 1979-12-13 Nitrated indophenols and indamines and process for their preparation
US06/127,461 US4330291A (en) 1975-06-26 1980-03-05 Nitrated coupler compounds useful in direct dyeing and simultaneous oxidation and direct dyeing of keratinic fibers
US06/351,300 US4473374A (en) 1975-06-26 1982-02-22 Nitrated coupler compounds useful in direct dyeing and simultaneous oxidation and direct dyeing of keratinic fibers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7520155A FR2315256A1 (en) 1975-06-26 1975-06-26 Nitro couplers for keratinous fibre dyeing preparations - by direct, oxidn. or direct and oxidn. techniques

Publications (2)

Publication Number Publication Date
FR2315256A1 true FR2315256A1 (en) 1977-01-21
FR2315256B1 FR2315256B1 (en) 1979-03-23

Family

ID=9157134

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7520155A Granted FR2315256A1 (en) 1975-06-26 1975-06-26 Nitro couplers for keratinous fibre dyeing preparations - by direct, oxidn. or direct and oxidn. techniques

Country Status (3)

Country Link
AT (1) AT351171B (en)
BE (1) BE843417A (en)
FR (1) FR2315256A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991015188A1 (en) * 1990-04-09 1991-10-17 Henkel Kommanditgesellschaft Auf Aktien Oxidation pigments
EP1568683A2 (en) * 2004-02-27 2005-08-31 L'oreal Secondary, N-alkylaminated para-phenylenediamines, compositions for dyeing keratinic fibres containing them, processes using this compositions and uses thereof
US7338536B2 (en) 2004-02-27 2008-03-04 L'oreal S. A. N-alkylamino secondary para-phenylenediamine, composition for dyeing keratin fibers comprising such a para-phenylenediamine, processes using this composition and uses thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1260468B (en) * 1963-04-13 1968-02-08 Bayer Ag Process for the preparation of aminonitrophenols
DE1444216A1 (en) * 1962-10-18 1968-11-21 Clairol Inc Stabilized coloring agents
DE2241015A1 (en) * 1972-08-21 1974-02-28 Henkel & Cie Gmbh ALPHA-CYANOMETHANESULPHONEAMIDOBENZENE DERIVATIVES

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1444216A1 (en) * 1962-10-18 1968-11-21 Clairol Inc Stabilized coloring agents
DE1260468B (en) * 1963-04-13 1968-02-08 Bayer Ag Process for the preparation of aminonitrophenols
DE2241015A1 (en) * 1972-08-21 1974-02-28 Henkel & Cie Gmbh ALPHA-CYANOMETHANESULPHONEAMIDOBENZENE DERIVATIVES

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991015188A1 (en) * 1990-04-09 1991-10-17 Henkel Kommanditgesellschaft Auf Aktien Oxidation pigments
US5246466A (en) * 1990-04-09 1993-09-21 Henkel Kommanditgelsellschaft Auf Aktien Oxidation dyes
EP1568683A2 (en) * 2004-02-27 2005-08-31 L'oreal Secondary, N-alkylaminated para-phenylenediamines, compositions for dyeing keratinic fibres containing them, processes using this compositions and uses thereof
FR2866879A1 (en) * 2004-02-27 2005-09-02 Oreal PARA-PHENYLENEDIAMINE SECONDARY N-ALKYLAMINEE, DYEING COMPOSITION OF KERATIN FIBERS CONTAINING SUCH A PARA-PHENYLENEDIAMINE, METHODS USING THE SAME AND USES THEREOF
EP1568683A3 (en) * 2004-02-27 2005-11-30 L'oreal Secondary, N-alkylaminated para-phenylenediamines, compositions for dyeing keratinic fibres containing them, processes using this compositions and uses thereof
US7338536B2 (en) 2004-02-27 2008-03-04 L'oreal S. A. N-alkylamino secondary para-phenylenediamine, composition for dyeing keratin fibers comprising such a para-phenylenediamine, processes using this composition and uses thereof

Also Published As

Publication number Publication date
BE843417A (en) 1976-12-27
FR2315256B1 (en) 1979-03-23
ATA467576A (en) 1978-12-15
AT351171B (en) 1979-07-10

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