With Aminophenol Dye Patents (Class 8/412)
  • Publication number: 20010034914
    Abstract: Compositions for oxidation dyeing keratinous fibers, for example, human keratinous fibers such as hair, comprising at least one oxidation base and at least one coupler chosen from N-(2-hydroxybenzene)carbamate and N-(2-hydroxybenzene)urea compounds and their acid addition salts of formula (I) and processes comprising such compositions.
    Type: Application
    Filed: February 23, 2001
    Publication date: November 1, 2001
    Inventors: Jean-Baptiste Saunier, Laurent Vidal
  • Patent number: 6306180
    Abstract: The subject-matter of the present invention is a composition for the oxidation dyeing of keratinous fibers, in particular of human keratinous fibers, such as hair, comprising 2-chloro-6-methyl-3-aminophenol as coupler, in combination with at least one suitably selected oxidation base and at least one additional coupler chosen from suitably selected meta-aminophenols and meta-phenylenediamines, and the dyeing process employing this composition with an oxidizing agent.
    Type: Grant
    Filed: July 12, 1999
    Date of Patent: October 23, 2001
    Assignee: L'Oreal, S.A.
    Inventor: Marie-Pascale Audousset
  • Patent number: 6284003
    Abstract: Oxidation dyes that contain a developer-coupler combination of 2-(2,5-diaminophenyl)-ethanol or its salt with an organic or inorganic acid and 2-chloro-6-methyl-3-aminophenol or its salt with an organic or inorganic acid are characterized by intensive blue finishes with high rubbing fastness.
    Type: Grant
    Filed: May 19, 1997
    Date of Patent: September 4, 2001
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Horst Hoeffkes, Bernd Meinigke
  • Patent number: 6277156
    Abstract: The subject-matter of the present invention is a composition for the oxidation dyeing of keratinous fibres, in particular of human keratinous fibres, such as hair, comprising 2-chloro-6-methyl-3-aminophenol as coupler, in combination with at least one suitably selected oxidation base, and the dyeing process employing this composition with an oxidizing agent.
    Type: Grant
    Filed: July 6, 1999
    Date of Patent: August 21, 2001
    Assignee: L'Oréal S.A.
    Inventor: Marie-Pascale Audousset
  • Patent number: 6224637
    Abstract: A hair dyeing composition achieving intensive, stable colorations, which can be varied by the addition of further coupling substances, contains an oxidation dyestuff system reacting with peroxide comprising a combination of a) 2-(2,5-diaminophenyl)ethanol of the water-soluble salts thereof, and b) 2,6-dichloro-4-aminophenol.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: May 1, 2001
    Assignee: Goldwell GmbH
    Inventors: Frank Golinski, Heribert Lorenz, Helmar Rudolf Wagner
  • Patent number: 6200353
    Abstract: Couplers for hair coloring compositions for oxidative dyeing of hair are compounds of the formula at least one coupler comprising a compound of the formula: wherein R is selected from the group consisting of C1 to C2 alkyl and hydroxyethyl, R1 is selected from the group consisting of hydrogen, chlorine, bromine, C1 to C3 alkyl, C1 to C3 alkoxy, C1 to C3 hydroxyalkyl and C1 to C3 hydroxyalkoxy, and X is O, S or NH.
    Type: Grant
    Filed: February 1, 2000
    Date of Patent: March 13, 2001
    Assignee: Bristol Myers Squibb Company
    Inventors: Mu-Ill Lim, Linas R. Stasaitis, Yuh-Guo Pan
  • Patent number: 6156076
    Abstract: The present invention describes a two-part oxidative hair dye composition which comprises in one or both component parts at least one polyether polyurethane in combination with at least one cationic conditioning agent. The two component parts of the composition comprise a dye component composition, which includes primary intermediates and couplers, and a developing component composition, which includes an oxidizing agent, such as hydrogen peroxide. It has surprisingly been found by the present inventors that nonionic polyether polyurethane polymers and cationic conditioning agents contained in the oxidative hair dye compositions of the present invention impart and significantly enhance additional conditioning and rheological benefits to the hair. Other components commonly used in oxidative hair dye products can be added to one or both component parts of the compositions of the present invention.
    Type: Grant
    Filed: January 16, 1998
    Date of Patent: December 5, 2000
    Assignee: Bristol-Myers Squibb Company
    Inventors: Stephen Casperson, Bryan Murphy, Zubaida S. Khan, Stanley Pohl
  • Patent number: 6132475
    Abstract: New p-diaminobenzene derivative compounds of the formula (I): ##STR1## and physiologically compatible water soluble salts thereof are described, wherein X represents oxygen, sulfur, selenium or N-R9. Compositions for dyeing keratin fibers including a combination of coupler and developer substance are described, in which the developer substance includes at least one of the new p-diaminobenzene derivative compounds.
    Type: Grant
    Filed: February 15, 1999
    Date of Patent: October 17, 2000
    Assignee: Wella Aktiengesellschaft
    Inventors: Laurent Chassot, Hans-Juergen Braun
  • Patent number: 6102974
    Abstract: The hair dye composition contains a combination of oxidation dye precursors consisting of (a) 2-hydroxymethyl-p-phenylenediamine, 2-(2',5'-diaminophenyl)ethanol and/or 2-(2'-hydroxyethoxy)-p-phenylenediamine, (b) 2-(2',4'-diaminophenoxy)-ethanol, 1,3-bis-(2',4'-diaminophenoxy)propane, bis-(2',4'-diamino-phenoxy)-methane, 2-amino-4-((2'-hydroxyethyl)amino)-anisole, 1-(2'-aminoethoxy)-2,4-diaminobenzene, 2-(2'-hydroxyethoxy)-5-(methylamino)aniline, 2,4-diamino-1,5-bis-(2'-hydroxyethoxy)benzene and/or 1-(2',3'-dihydroxypropoxy)-2,4-diaminobenzene; and (c) at least one 2-amino-6-chloro-4-nitrophenol compound having the general formula (1): ##STR1## wherein R represents hydrogen a straight-or branched-chain alkyl group with 1 to 6 carbon atoms, a hydroxyalkyl group with 2 to 4 carbon atoms or a straight or branched-chain polyhydroxyalkyl group with 3 to 4 carbon atoms.
    Type: Grant
    Filed: May 21, 1998
    Date of Patent: August 15, 2000
    Assignee: Wella Aktiengesellschaft
    Inventor: Hans-Juergen Braun
  • Patent number: 6099590
    Abstract: The invention relates to a ready-to-use composition for the oxidation dyeing of keratin fibres, and in particular of human keratin fibres such as the hair, this composition comprising, in a medium which is suitable for dyeing, at least one oxidation base, choline oxidase, and at least one donor for the said choline oxidase, as well as to the dyeing process using this composition.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: August 8, 2000
    Assignee: L'Oreal
    Inventor: Mireille Maubru
  • Patent number: 6099591
    Abstract: A hair coloring composition, and a method for using the composition in which a natural plant-derived chemical of the formula ##STR1## is employed as a coupler-modifier in a composition containing a primary intermediate and a customary coupler. The novel coupler-modifiers produce a composition which is more physiologically suitable for use in hair colorings than the prior art compositions and allows for the preparation of compositions which produce highly stable colorings over a broad range shades and tones.
    Type: Grant
    Filed: January 29, 1998
    Date of Patent: August 8, 2000
    Assignee: Aveda Corporation
    Inventors: Peter Matravers, Ulrich Milius, Tracy L. Cornuelle
  • Patent number: 6093219
    Abstract: The present invention relates to a composition for the oxidation dyeing of keratin fibers, in particular human keratin fibers such as the hair, comprising at least two oxidation bases which are different from each other in combination with a suitably selected indole coupler, and to the dyeing process using this composition with an oxidizing agent.
    Type: Grant
    Filed: March 13, 1998
    Date of Patent: July 25, 2000
    Assignee: L'Oreal
    Inventors: Marie-Pascale Audousset, Jean Cotteret, Roland de la Mettrie, Christelle Grimault
  • Patent number: 6093220
    Abstract: A composition for the oxidation dyeing of keratin fibres, preferably comprising 2-amino-3-hydroxypyridine as first coupler in combination with an oxidation base chosen from para-phenylenediamines of formula (I) and/or para-aminophenols of formula (II), as well as a second coupler chosen from meta-aminophenol derivatives of formula (III), as well as to the dyeing process using this composition with an oxidizing agent.
    Type: Grant
    Filed: July 18, 1997
    Date of Patent: July 25, 2000
    Assignee: L'Oreal
    Inventor: Marie-Pascale Audousset
  • Patent number: 6090159
    Abstract: The invention relates to a ready-to-use composition for the oxidation dyeing of keratin fibers, and in particular of human keratin fibers such as the hair, this composition comprising, in a medium which is suitable for dyeing, at least one oxidation base, sarcosine oxidase, and at least one donor for the said sarcosine oxidase, as well as to the dyeing process using this composition.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: July 18, 2000
    Assignee: L'Oreal
    Inventor: Mireille Maubru
  • Patent number: 6074439
    Abstract: An oxidation dye composition for keratin fibers, in particular for human keratin fibers such as the hair, this composition comprising, in a medium which is suitable for dyeing, at least one oxidation dye precursor and optionally one or more couplers, and also an anionic amphiphilic polymer containing at least one hydrophilic unit, and at least one allyl ether unit containing a fatty chain, and dyeing processes and dyeing devices using the oxidation composition.
    Type: Grant
    Filed: April 16, 1999
    Date of Patent: June 13, 2000
    Assignee: L'Oreal
    Inventors: Roland De La Mettrie, Fran.cedilla.oise Boudy
  • Patent number: 6042620
    Abstract: New p-diaminobenzene derivative compounds of the formula (I): ##STR1## and physiologically compatible water soluble salts thereof are described, wherein X represents oxygen, sulfur, selenium or N-R9, wherein R9 represents hydrogen, an alkyl group, a hydroxyalkyl group, a phenyl group or an acetyl group; and the remaining R groups each represent variously hydrogen, hydroxy, amino, nitro, nitrile, alkyl, alkoxy, hydroxyalkyl, cyclic or aromatic groups, among others. Compositions for dyeing keratin fibers including a combination of coupler and developer substance are disclosed, in which the developer substance includes at least one of the new p-diaminobenzene derivative compounds.
    Type: Grant
    Filed: February 25, 1999
    Date of Patent: March 28, 2000
    Assignee: Wella AG
    Inventors: Hans-Juergen Braun, Laurent Chassot
  • Patent number: 6022382
    Abstract: An oxidation dyeing composition for keratinous fibres, in particular human keratinous fibres such as hair, of the type comprising a medium suitable for dyeing, the medium containing at least one first para-phenylenediamine oxidation dye precursor containing a primary, secondary or tertiary amine function; at least one first meta-phenylenediamine coupling agent; and either at least one second para-aminophenol oxidation dye precursor or at least one second meta-aminophenol coupling agent; or the acid addition salts thereof. The use of this composition for dyeing keratinous fibres, in particular human keratinous fibres such as hair.
    Type: Grant
    Filed: January 19, 1999
    Date of Patent: February 8, 2000
    Assignee: L'Oreal
    Inventors: Marie-Pascale Audousset, Jean Cotteret
  • Patent number: 6010541
    Abstract: An oxidation dye composition for keratin fiberes, and in particular for human keratin fibers such as the hair, comprising, in a medium which is suitable for dyeing, at least one oxidation dye precursor and optionally one or more couplers, characterized in that it also comprises a nonionic amphiphilic polymer containing at least one fatty chain and at least one hydrophilic unit, and the invention also relates to the processes and dyeing devices using the said oxidation dye composition.
    Type: Grant
    Filed: March 6, 1998
    Date of Patent: January 4, 2000
    Assignee: L'Oreal
    Inventors: Roland de la Mettrie, Fran.cedilla.oise Boudy
  • Patent number: 6004356
    Abstract: A composition for the oxidation dyeing of keratin fibers, in particular human keratin fibers such as the hair, comprising at least one suitably selected oxidation base, at least one meta-aminophenol as first coupler and 4-hydroxyindoline and/or at least one of the addition salts thereof with an acid as second coupler, and dyeing processes using this composition with an oxidizing agent.
    Type: Grant
    Filed: December 30, 1997
    Date of Patent: December 21, 1999
    Assignee: L'Oreal
    Inventor: Marie-Pascale Audousset
  • Patent number: 6001134
    Abstract: Oxidation dyeing compositions for keratinous fibers which contain an oxidation enzyme derived from a strain of the genus Pyricularia, one or more dye precursors, and optionally, one or more modifiers, and methods for dyeing hair with such compositions.
    Type: Grant
    Filed: September 22, 1998
    Date of Patent: December 14, 1999
    Assignee: Novo Nordisk A/S
    Inventor: Niels Henrik S.o slashed.rensen
  • Patent number: 6001136
    Abstract: A composition for the oxidation dyeing of keratin fibers, in particular of human keratin fibers such as the hair, preferably comprising 2-n-propyl-para-phenylenediamine, in combination with at least one meta-aminophenol in a meta-amino-phenol/2-n-propyl-para-phenylenediamine molar ratio of less than or equal to 10, as well as to the dyeing process using this composition.
    Type: Grant
    Filed: April 9, 1999
    Date of Patent: December 14, 1999
    Assignee: L'Oreal
    Inventor: Marie-Pascale Audousset
  • Patent number: 5993791
    Abstract: The invention relates to a dyeing composition for keratinous fibers and in particular for human keratinous fibers such as hair, comprising, in a suitable medium for dyeing, at least one oxidation dye precursor chosen from 3-methyl-para-aminophenol, 2-methyl-para-aminophenol and 2-hydroxymethyl-para-aminophenol, and their addition salts with an acid; at least one coupling agent chosen from the 2-methyl-5-aminophenols of formula (I): ##STR1## in which R denotes hydrogen, methyl or ethyl or a .beta.-hydroxyethyl or .gamma.-hydroxypropyl group, and their addition salts with an acid; and as oxidation dye precursor, a para-aminophenol which is 2-substituted by a substituent which is different from methyl or hydroxymethyl, or one of its addition salts with an acid.
    Type: Grant
    Filed: March 6, 1997
    Date of Patent: November 30, 1999
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie Pascale Audousset, Alain Lagrange, Jean Jacques Vandenbosche
  • Patent number: 5989295
    Abstract: An oxidation dye composition for keratin fibers, in particular for human keratin fibers such as the hair, comprising, in a medium which is suitable for dyeing, at least one oxidation dye precursor and optionally one or more couplers, which is characterized in that it also contains an anionic amphiphilic polymer containing at least one hydrophilic unit of an unsaturated olefinic carboxylic acid, and at least one hydrophobic unit which is a (C.sub.10 -C.sub.30)alkyl ester of unsaturated carboxylic acid, preferably exclusively of said (C.sub.10 -C.sub.30)alkyl ester of unsaturated carboxylic acid. The oxidation dye compositions are used in dyeing processes and dyeing devices.
    Type: Grant
    Filed: September 5, 1997
    Date of Patent: November 23, 1999
    Assignee: L'Oreal
    Inventors: Roland de la Mettrie, Fran.cedilla.oise Boudy
  • Patent number: 5984975
    Abstract: A method or composition for dyeing keratinous fibres using as an oxidation dye precursor a 3-substituted para-aminophenol of formula: ##STR1## where R.sub.1 represents alkyl, alkenyl, mono- or polyhydroxyalkyl, cyano, cyanoalkyl, halogenoalkyl, aminoalkyl or alkoxyalkyl and R.sub.2 represents hydrogen, alkyl or mono- or polyhydroxyalkyl, provided that when R.sub.2 is hydrogen R.sub.1 is not methyl or trifluoromethyl, and addition salts thereof with an acid.
    Type: Grant
    Filed: June 4, 1997
    Date of Patent: November 16, 1999
    Assignee: L'oreal
    Inventors: Alain Lagrange, Jean Jacques Vandenbosche, Jean Cotteret, Marie Pascale Audousset
  • Patent number: 5976195
    Abstract: An oxidation dye composition for keratin fibers, in particular for human keratin fibers such as the hair, comprising, in a medium which is suitable for dyeing, at least one oxidation dye precursor and optionally one or more couplers, and also an anionic amphiphilic polymer containing at least one hydrophilic unit, and at least one allyl ether unit containing a fatty chain. The oxidation dye compositions are used in dyeing processes and dyeing kits.
    Type: Grant
    Filed: May 20, 1997
    Date of Patent: November 2, 1999
    Assignee: L'Oreal
    Inventors: Roland de la Mettrie, Fran.cedilla.oise Boudy
  • Patent number: 5961667
    Abstract: A new oxidizing agent composition for mixing with oxidation dye pre-cursor compounds, such as developer and coupler substances, to form a ready-to-use dye mixture for dyeing keratin fibers is described. The oxidizing agent composition contains from 0.01 to 25 percent by weight of at least one alkaline earth peroxide, based on the ready-to-use dye mixture, and from 0.01 to 25 percent by weight of at least one inorganic or organic acid, salt of the at least one organic or inorganic acid or mixture of the salt and/or the at least one acid, based on the ready-to-use dye mixture.
    Type: Grant
    Filed: January 30, 1998
    Date of Patent: October 5, 1999
    Assignee: Wella AG
    Inventors: Annelie Doehling, Dirk Lauscher
  • Patent number: 5938792
    Abstract: The invention relates to a process for dyeing keratinous fibres, which consists in applying to these fibres a composition containing, in a suitable medium for dyeing, at least one coupler of formula: ##STR1## where R.sub.1 denotes hydrogen or alkyl,R.sub.2 and R.sub.3 denote hydrogen, alkyl, COOR' where R' is alkyl or hydrogen,at least one of the groups R.sub.2 and R.sub.3 denoting hydrogen,R.sub.4 denotes hydrogen, alkyl, hydroxyalkyl, polyhydroxyalkyl or aminoalkyl,Z.sub.1 and Z.sub.2 denote hydrogen, alkyl, hydroxyl, halogen, alkoxy,at least one of the groups Z.sub.1 and Z.sub.2 is other than hydrogenat least one oxidation dye precursor,at least one oxidizing agent, the pH of the composition applied to the fibres being higher than 7.
    Type: Grant
    Filed: July 8, 1997
    Date of Patent: August 17, 1999
    Assignee: L'Oreal
    Inventors: Gerard Lang, Alex Junino, Jean Cotteret, Alain Lagrange
  • Patent number: 5928385
    Abstract: An oxidation dye composition for keratin fibers comprising, in a medium which is suitable for dyeing, a combination of at least two para-phenylenediamine oxidation dye precursors or the addition salts thereof with an acid, and one or more couplers, and the use thereof for dyeing keratin fibers.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: July 27, 1999
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie-Pascale Audousset
  • Patent number: 5919273
    Abstract: A ready-to-use composition for the oxidation dyeing of keratin fibers, in particular human keratin fibers such as hair, comprising at least one oxidation base in combination with at least one coupler of substituted meta-aminophenol type, at least one cationic direct dye and at least one oxidizing agent, as well as to the dyeing process using this composition.
    Type: Grant
    Filed: December 19, 1997
    Date of Patent: July 6, 1999
    Assignee: L'Oreal
    Inventors: Christine Rondeau, Jean Cotteret, Roland de la Mettrie
  • Patent number: 5900028
    Abstract: An oxidation dye composition for keratin fibre, in particular human hair, comprising at least one 2-amino-3-hydroxypyridine as coupler, in combination with at least one suitably selected oxidation base, as well as the dyeing process using this composition with an oxidizing agent.
    Type: Grant
    Filed: October 4, 1996
    Date of Patent: May 4, 1999
    Assignee: L 'Oreal
    Inventor: Marie-Pascale Audousset
  • Patent number: 5873910
    Abstract: A process for the two-stage oxidation dyeing of keratin fibers by applying to the keratin fibers:in a first stage, at least one composition A containing at least one manganese salt and/or a manganese complex,in a second stage, at least one composition B having a pH of greater than or equal to 6, and resulting from the extemporaneous mixing of at least one composition B1 containing at least one 4-substituted 1-naphthol and at least one composition B2 containing at least one oxidizing agent, and corresponding multi-compartment dyeing kit.
    Type: Grant
    Filed: December 19, 1997
    Date of Patent: February 23, 1999
    Assignee: L'Oreal
    Inventors: Jean-Christophe Henrion, Herve Andrean
  • Patent number: 5865856
    Abstract: The oxidation hair dye composition is based on a combination of coupler substance and developer substance, and includes, as developer substance, at least one 2,5-diaminobenzonitrile compound of the formula (I), ##STR1## in which R.sup.1 and R.sup.2, independently of each other, are selected from the group consisting of H, alkyl groups having 1 to 6 carbon atoms, hydroxyalkyl groups having 2 to 4 carbon atoms and dihydroxyalkyl groups having 3 to 4 carbon atoms, with the proviso that both of the R.sup.1 and R.sup.2 groups are not both hydrogen at the same time, or a physiologically compatible water-soluble salt thereof. The invention also includes new 2,5-diaminobenzonitrile compounds of formula I.
    Type: Grant
    Filed: March 17, 1997
    Date of Patent: February 2, 1999
    Assignee: Wella Aktiengesellschaft
    Inventors: Helmut Keller, Wolfgang Balzer
  • Patent number: 5863300
    Abstract: An oxidation dyeing composition for keratinous fibres, in particular human keratinous fibres such as hair, of the type comprising a medium suitable for dyeing, the medium containing at least one first para-phenylenediamine oxidation dye precursor containing a primary, secondary or tertiary amine function; at least one first meta-phenylenediamine coupling agent; and either at least one second para-aminophenol oxidation dye precursor or at least one second meta-aminophenol coupling agent; or the acid addition salts thereof. The use of this composition for dyeing keratinous fibres, in particular human keratinous fibres such as hair.
    Type: Grant
    Filed: September 11, 1996
    Date of Patent: January 26, 1999
    Assignee: L'Oreal
    Inventors: Marie-Pascale Audousset, Jean Cotteret
  • Patent number: 5851237
    Abstract: The invention provides compositions and methods for the oxidative coloring of human hair. The compositions of the invention contain as a primary dye intermediate a 1-(4-aminophenyl) pyrrolidine, or a cosmetically acceptable salt thereof. The compositions may also contain at least one other primary intermediate and conventional coupling compounds, in addition to an oxidizing agent and other components typically used in oxidative hair dye preparations. Preferred dye intermediates in the compositions of the invention include 1-(4-aminophenyl) pyrrolidine and 1-(4-amino-3-methylphenyl) pyrrolidine, or cosmetically acceptable salts thereof, which produce intense neutral colors when used in admixture with a suitable coupling agents, such as 3-aminophenol, in conventional hair dye base formulations.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: December 22, 1998
    Inventors: James S. Anderson, Michael Y. M. Wong
  • Patent number: 5814106
    Abstract: The present invention relates to a ready-to-use composition for the oxidation dyeing of keratin fibers, in particular human keratin fibers such as the hair, this composition comprising, in an acidic medium (pH<7), at least one oxidation base, in combination with 4-hydroxyindoline as coupler, and an oxidizing agent, as well as to the dyeing process using this composition.
    Type: Grant
    Filed: May 22, 1997
    Date of Patent: September 29, 1998
    Assignee: L'Oreal
    Inventor: Marie-Pascale Audousset
  • Patent number: 5752982
    Abstract: A method for dyeing keratin fibers, wherein a composition is applied to said fibers which contains, in a suitable dyeing medium, at least one coupler having formula (I) ##STR1## wherein R.sub.1 is hydrogen or alkyl; R.sub.2 and R.sub.3 are hydrogen, alkyl, COOR', where R' is alkyl or hydrogen; R.sub.4 is hydrogen, hydroxyalkyl, alkyl, polyhydroxyalkyl or acetyl or aminoalkyl wherein the amine may be mono- or disubstituted by alkyl; Z.sub.1 and Z.sub.2 are hydrogen, alkyl, hydroxy, halogen, alkoxy or a salt thereof; at least one precursor of an oxidation hair dye; and at least one oxidizing agent, the pH of the composition applied to the fibers being less than 7.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 19, 1998
    Assignee: L'Oreal
    Inventors: Gerard Lang, Alex Junino, Jean Cotteret, Alain Lagrange
  • Patent number: 5752983
    Abstract: The invention relates to a ready-for-use composition for the oxidation dyeing of keratinous fibres, in particular human keratinous fibres such as hair, including an oxidation dye precursor in combination with 4-hydroxyindole, a benzene-based coupler and an oxidizing agent in an alkaline medium, and to the dyeing process making use of this composition.
    Type: Grant
    Filed: January 22, 1996
    Date of Patent: May 19, 1998
    Assignee: L'Oreal
    Inventors: Marie-Pascale Audousset, Jean Cotteret
  • Patent number: 5741337
    Abstract: A composition for the oxidation dyeing of keratinous fibres, especially human hair, which comprises an oxidation dye precursor in combination with a coupler and an oxidizing agent, in an acidic medium. The composition is applied to keratinous fibers in a hair dyeing process.
    Type: Grant
    Filed: May 6, 1996
    Date of Patent: April 21, 1998
    Assignee: L'Oreal
    Inventors: Eric Bone, Roland de la Mettrie
  • Patent number: 5735909
    Abstract: A composition for the oxidation dyeing of keratin fibres, in particular human keratin fibres such as the hair, comprising at least one suitably selected oxidation base, at least one meta-aminophenol or an acid addition salt thereof as a first coupler, and at least one 6-hydroxyindoline or an acid addition salt thereof as a second coupler, and to the dyeing process using this composition with an oxidizing agent.
    Type: Grant
    Filed: February 27, 1996
    Date of Patent: April 7, 1998
    Assignee: L'Oreal
    Inventor: Mireille Maubru
  • Patent number: 5685882
    Abstract: A method for the dyeing of keratin fibers, and in particular human keratin fibers such as the hair, by applying to the fibers non-rinsed dye compositions containing guar gum as sole thickening agent.
    Type: Grant
    Filed: July 21, 1995
    Date of Patent: November 11, 1997
    Assignee: L'Oreal
    Inventors: Henri Samain, Marie-Pascale Audousset
  • Patent number: 5683474
    Abstract: Method for dyeing keratinous fibres, in particular human keratinous fibres such as hair, characterized in that a composition containing, in a medium appropriate for dyeing, at least one 4-hydroxyindole derivative of formula: ##STR1## in which R.sub.1 denotes hydrogen or C.sub.1 -C.sub.4 alkyl; R.sub.2 and R.sub.3, which may be identical or different, denote hydrogen, C.sub.1 -C.sub.4 alkyl, carboxyl or alkoxycarbonyl; and X denotes hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.18 alkoxy, halogen or acetyl-amino; at least one of the groups X, R.sub.1, R.sub.2 and R.sub.3 being other than hydrogen; as well as the salts of these compounds;at least one oxidation dye precursor; andat least one oxidizing agent; is applied to said fibres, the pH of the composition applied to the fibres being less than 7.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: November 4, 1997
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie Pascale Audousset
  • Patent number: 5637115
    Abstract: The oxidation hair dye composition consists of a combination of 0.01 to 10 percent by weight of one or more developer substances and 0.01 to 5 percent by weight of one or more coupler substances, and 0.01 to 2 percent by weight of one or more azo dye compounds of the formula I, A--N=N--B, wherein A is a p-aminophenyl group or a 3-pyridyl group and B is a 2,6-diamino-3-pyridyl group or a substituted 4-[N,N-bis-(2'-hydroxyethyl)amino]phenyl group of formula IV: ##STR1## wherein R is hydrogen, an alkyl group having from 1 to 6 carbon atoms, fluorine, chlorine, bromine or iodine; andone or more cosmetic additive selected from the group consisting of solvents, surfactants, antioxidants, thickeners, pH-adjusting compounds, hair care materials and additional dye components. The additional dye components can be 6-amino-2-methylphenol, 2-amino-5-methylphenol, triphenylmethane dye compounds and/or aromatic nitro dye compounds.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: June 10, 1997
    Assignee: Wella Aktiengesellschat
    Inventors: Wolfgang R. Balzer, Hans-Juergen Braun
  • Patent number: 5609649
    Abstract: Tinctorial composition for keratinous fibers, in particular for human hair, characterized in that it contains, in a medium appropriate for dyeing these fibers, at least one para oxidation dye precursor or at least one ortho oxidation dye precursor in combination with at least one heterocyclic coupler, corresponding to the formula: ##STR1## in which R.sub.1 denotes a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical; R.sub.2 denotes a hydrogen atom, a C.sub.1 -C.sub.4 lower alkyl radical, a carboxyl radical or an alkoxycarbonyl radical; R.sub.3 denotes a hydrogen or halogen atom, a C.sub.1 -C.sub.4 lower alkyl radical, a carboxyl radical, an alkoxycarbonyl radical or a formyl radical; X denotes a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, a halogen atom, a C.sub.1 -C.sub.4 alkoxy radical, an acetylamino group or a dialkyl(C.sub.1 -C.sub.4)aminomethyl group; at least one of the groups X, R.sub.1, R.sub.2 and R.sub.3 differing from hydrogen; as well as their salts.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: March 11, 1997
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Richard, Jean Cotteret
  • Patent number: 5599353
    Abstract: The invention relates to an oxidation dyeing composition for keratinous fibers containing, in a medium appropriate for dyeing, at least one oxidation dye precursor selected from 2-(.beta.-hydroxyethyl)-para-phenylenediamine and its acid addition salts and at least one coupler selected from a combination of 2-methylresorcinol or at least one acid addition salt thereof with 3-aminophenol or at least one acid addition salt thereof. It also relates to the use of this composition for dyeing keratinous fibers and especially hair.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: February 4, 1997
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie-Pascale Audousset
  • Patent number: 5595573
    Abstract: A dye composition for the oxidation dyeing of keratin fibers, which composition contains, as oxidation dye, at least one selected para-phenylenediamine and/or at least one of the salts thereof, and at least 3-methyl-6-aminophenol and/or at least one of the acid-addition salts thereof. The invention also relates to a dyeing process using this composition in the presence of an oxidizing agent.
    Type: Grant
    Filed: November 2, 1995
    Date of Patent: January 21, 1997
    Assignee: L'Oreal
    Inventors: Marie-Pascale Audousset, Mireille Maubru
  • Patent number: 5578087
    Abstract: Processes for the oxidative dyeing of keratinus fibers with compositions which comprise benzimidazole derivatives as couplers, at least one metaphenylenediaxnine and at least one para or ortho oxidation dye precursor, the benzimidazole derivative corresponding to the formula: ##STR1## in which: R.sub.1 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical;R.sub.2 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical or a phenyl radical;R.sub.3 represents a hydroxyl, amino or methoxy radical;R.sub.4 represents a hydrogen atom or a hydroxyl or methoxy or C.sub.1 -C.sub.4 alkyl radical;with the proviso that:when R.sub.3 denotes NH.sub.2, it occupies position 4;when R.sub.3 is at position 4, R.sub.4 is at position 7;when R.sub.3 is at position 5, then R.sub.4 is at position 6.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: November 26, 1996
    Assignee: L'Oreal
    Inventors: Marie P. Audousset, Jean Cotteret
  • Patent number: 5567421
    Abstract: The invention relates to a dyeing composition for keratinous fibres and in particular for human keratinous fibres such as hair, comprising, in a suitable media for dyeing, at least one oxidation dye precursor chosen from 3-methyl-para-aminophenol, 2-methyl-para-aminophenol and 2-hydroxymethyl-para-aminophenol, and their addition salts with an acid; at least one coupling agent chosen from the 2-methyl-5-aminophenols of formula (I): ##STR1## in which R is methyl, ethyl, .beta.-hydroxyethyl or .gamma.-hydroxypropyl, and their addition salts with an acid; and at least one para-phenylenediamine and/or one bis(phenylalkylenediamine) or one of their addition salts with an acid as oxidation dye precursor.
    Type: Grant
    Filed: July 13, 1994
    Date of Patent: October 22, 1996
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie P. Audousset, Alain LaGrange, Jean J. Vandenbosche
  • Patent number: 5542952
    Abstract: The present invention provides keratin fiber dyeing compositions containing sulfur-containing p-phenylenediamines and methods for their use.
    Type: Grant
    Filed: November 30, 1994
    Date of Patent: August 6, 1996
    Assignee: L'Oreal
    Inventors: Alain Genet, Alain Lagrance
  • Patent number: 5542953
    Abstract: The composition for the oxidative dyeing of hair contains at least one coupler of the general formula ##STR1## where R is a straight-chain or branched C.sub.1 - to C.sub.4 -alkyl group, X is chlorine or fluorine, and R.sup.1 is a straight-chain or branched C.sub.1 - to C.sub.4 -alkyl group or a straight-chain or branched C.sub.2 - to C.sub.4 -hydroxyalkyl group. The 5-halogen-2,4-bis(alkylamino)-1-alkylbenzenes of the formula (I) are novel. The couplers of the general formula (I) may be obtained through simple chemical reactions, are easily soluble in water and have an outstanding shelf stability, in particular as a constituent of the hair dye composition described here. The dyeing results which can be achieved with the hair dye composition according to the invention are particularly distinguished by the color intensity of the red hues, in addition to the multitude of shades, and by a good purity of color with respect to blue hues.
    Type: Grant
    Filed: October 22, 1993
    Date of Patent: August 6, 1996
    Assignee: Wella AG
    Inventors: Wolfgang R. Balzer, Thomas Clausen, Anke Frank, Alexa Weinges
  • Patent number: 5540738
    Abstract: A single-stage process for dyeing keratinous fibers in intense colors comprising simultaneously applying to said keratinous fibers a composition comprising iodide ions, an oxidant and an effective concentration of an oxidation dye to produce said intense colors when the pH of said composition is alkaline.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: July 30, 1996
    Inventors: Alexander C. Chan, David L. Chang, Yuh-Guo Pan