Nitroaniline Dye Patents (Class 8/414)
  • Patent number: 11096877
    Abstract: The present disclosure relates to a perfume composition containing an aldehyde perfume ingredient, more particularly to a perfume composition capable of inhibiting odor and unpleasant smell, which may arise when using a formulation containing an amine. The perfume composition of the present disclosure contains a green aldehyde perfume and, thereby, is capable of inhibiting odor and unpleasant smell which arise from a cationic material including an amine. In addition, by mixing a floral or citrus perfume, luxurious and long-lasting fragrance can be provided.
    Type: Grant
    Filed: March 29, 2016
    Date of Patent: August 24, 2021
    Inventors: Hoo-Deok Kim, Ji-Min Lee
  • Patent number: 10987291
    Abstract: The present disclosure concerns colouring agents for keratinous fibres, in particular for human hair, which—with respect to its weight—contain at least one compound selected from the group formed by oxidative dye precursors, direct dyes and mixtures thereof, from about 0.1 to about 5% by weight of dicarboxylic acid(s) containing from about 2 to about 10 carbon atoms and/or salt(s) of this(these) acid(s), from about 20 to about 95% by weight of water, and less than about 0.1% by weight of peroxy compound(s), to produce oxidative colouring agents with improved protection of fibres.
    Type: Grant
    Filed: May 31, 2017
    Date of Patent: April 27, 2021
    Assignee: Henkel AG & Co. KGaA
    Inventors: Hartmut Manneck, Thomas Hippe, Astrid Kleen-Fehres
  • Patent number: 7648535
    Abstract: The agent for coloring keratin fibers is free of chemical oxidants, is in the form of an aqueous or aqueous-alcoholic dye-containing preparation, and contains a combination of oxidation dyes and at least three direct dyes. The agent is characterized by a quantitative ratio of oxidation dyes to direct dyes equal to 5:1 to 0.5:1. A method of dyeing hair is described in which the agent is applied to hair and allowed to act on the hair for an acting time of 5 to 60 minutes without addition of chemical oxidants, so that air oxidation provides a uniform and stable coloration of the hair.
    Type: Grant
    Filed: July 6, 2004
    Date of Patent: January 19, 2010
    Assignee: Wella AG
    Inventors: Juergen Schmenger, Petra Braun, Jolanthe Kujawa, Martina Glattefelder, Anne Entzminger, Anette Sallwey, Herbert Deutz
  • Patent number: 7435267
    Abstract: The present invention relates to novel secondary para-phenylenediamines bearing an alkoxy group, to a process for preparing them, and to their use in the oxidation dyeing of hair. The invention also relates to a composition for dyeing keratin fibers, in particular human keratin fibers such as hair, containing, in a medium that is suitable for dyeing, at least one secondary para-phenylenediamine. Further, the invention relates to a process for dyeing keratin fibers using the aforementioned composition, and to a dyeing kit containing the composition.
    Type: Grant
    Filed: February 28, 2005
    Date of Patent: October 14, 2008
    Assignee: L'Oreal S.A.
    Inventors: Stéphane Sabelle, Jean-Jacques Vandenbossche
  • Patent number: 7422609
    Abstract: The present disclosure relates to a family of double para-phenylenediamines joined by a linkage comprising an aromatic group and a process for the dyeing of keratin fibers. These double para-phenylenediamines of formula (I) can be used as oxidation base for the dyeing of keratin fibers. Also disclosed are methods of dyeing, methods of making, and dyeing “kits.
    Type: Grant
    Filed: June 29, 2006
    Date of Patent: September 9, 2008
    Inventors: Stéphane Sabelle, Eric Metais
  • Patent number: 7413580
    Abstract: The present application relates to a novel family of double para-phenylenediamines joined by a linker arm substituted with one or more carboxylic radicals and/or derivatives and to the use thereof for the dyeing of keratin fibres. These novel para-phenylenediamines are useful as oxidation bases for the dyeing of keratin fibres.
    Type: Grant
    Filed: June 29, 2006
    Date of Patent: August 19, 2008
    Assignee: L'Oreal S.A.
    Inventors: Thierry Bordier, Stéphane Sabelle
  • Patent number: 7399319
    Abstract: Disclosed herein is a method for dyeing keratin fibers, for example, human keratin fibers such as the hair, comprising applying to the keratin fibers a dye composition comprising at least one compound chosen from styryl and imine compounds comprising a heterocycle that can undergo opening and/or dyes corresponding to these compounds whose heterocycles are open. The compositions and methods of the present disclosure may produce a coloration of keratin fibers that is chromatic and fast with respect to external factors such as shampooing, does not stain, and/or allows simultaneous dyeing and bleaching of keratin fibers.
    Type: Grant
    Filed: July 24, 2006
    Date of Patent: July 15, 2008
    Assignee: L'Oreal S.A.
    Inventor: Grégory Plos
  • Patent number: 7329288
    Abstract: The present disclosure relates to a novel family of N-heteroaryl secondary para-phenylenediamines, to their preparation, to their use for dyeing the hair and to a dye composition for dyeing keratin fibers, for example, human keratin fibers such as the hair, comprising, in a suitable dyeing medium, at least one heteroaryl secondary para-phenylenediamine. The disclosure also relates to the process using this composition, to its use and to the multi-compartment device and dyeing “kit”.
    Type: Grant
    Filed: February 28, 2005
    Date of Patent: February 12, 2008
    Assignee: L'Oreal S.A.
    Inventors: Stéphane Sabelle, Eric Metais
  • Patent number: 7241318
    Abstract: A hair dye contains the powder of a poly-element mineral to improve the coloring and colorfastness of the hair dye.
    Type: Grant
    Filed: September 19, 2003
    Date of Patent: July 10, 2007
    Assignee: Create Co.
    Inventor: Kazutoshi Kaizuka
  • Patent number: 7238212
    Abstract: The disclosure relates to novel imidazole compounds which can be useful as couplers for the oxidation dyeing of keratinous fibers. The present disclosure also relates to a dyeing composition for dyeing keratinous fibers comprising at least one oxidation base and at least one coupler of the imidazole type as disclosed herein, and the dyeing method using this composition.
    Type: Grant
    Filed: June 2, 2004
    Date of Patent: July 3, 2007
    Assignee: L'Oreal, S.A.
    Inventors: Jacqueline Mavro, Laurent Vidal, Jean-Baptiste Saunier
  • Patent number: 6916344
    Abstract: The invention relates to a direct dyeing composition for keratinic fibers, especially human keratinic fibers such as hair, containing at least one direct dye and a thickening polymer with an ether plastic skeleton, in a medium which is suitable for dyeing. The invention also relates to dyeing methods and devices for using the invention composition.
    Type: Grant
    Filed: November 10, 2000
    Date of Patent: July 12, 2005
    Assignee: L'Oreal S.A.
    Inventors: Delphine Allard, Frédéric Legrand
  • Patent number: 6814761
    Abstract: The present invention provides a coloring or tinting composition containing one or more certain 2-nitro-p-phenylene diamine derivatives as substantive dyes. The 2-nitro-p-phenylene diamine derivatives 1-(N-cycloheptylamino)-2-nitro-4-aminobenzene and 1-(N-cyclooctylamino)-2-nitro-4-aminobenzene are preferred.
    Type: Grant
    Filed: August 15, 2002
    Date of Patent: November 9, 2004
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Frank Naumann, David Rose, Bernd Meinigke, Horst Hoeffkes
  • Patent number: 6755872
    Abstract: A coloring composition and a method of coloring keratin-containing fibers are provided. The coloring composition contains a mixture of and/or a reaction product of at least one heteroaromatic aldehyde or ketone and at least one aromatic and/or heteroaromatic nitroamine. In the method of the present invention, the heteroaromatic aldehyde or ketone and the nitroamine may be applied to keratin-containing fibers simultaneously or successively.
    Type: Grant
    Filed: May 21, 2002
    Date of Patent: June 29, 2004
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Hinrich Moeller, Doris Oberkobusch, Horst Hoeffkes
  • Patent number: 6746492
    Abstract: A semipermanent hair dye composition comprising (A) a direct dye, (B) a hydrocarbon oil and (C) polyoxyalkylene-modified dimethyl polysiloxane. The semipermanent hair dye composition can uniformly dye hair without coloring the scalp and skin and gives the hair an excellent feel after hair coloring.
    Type: Grant
    Filed: December 20, 2001
    Date of Patent: June 8, 2004
    Assignee: Kao Corporation
    Inventors: Tetsuya Kawai, Takashi Itou
  • Patent number: 6712861
    Abstract: The invention relates to a ready-to-use composition for dyeing keratin fibers, and in particular human keratin fibers such as the hair, comprising, in a medium which is suitable for dyeing, at least one suitably selected cationic direct dye and at least one nitrobenzene direct dye, as well as to the dyeing process using this composition.
    Type: Grant
    Filed: August 16, 1999
    Date of Patent: March 30, 2004
    Assignee: L'Oreal S.A.
    Inventor: Christine Rondeau
  • Patent number: 6695888
    Abstract: A hair coloring composition comprising a first composition which comprises: (a) a dye forming transition metal salt or complex; which is first applied to the hair; and a second composition which comprises the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol a catechol and mixtures thereof.
    Type: Grant
    Filed: July 30, 2001
    Date of Patent: February 24, 2004
    Assignee: Unilever Home & Personal Care, USA, division of Conopco, Inc.
    Inventors: John Brian Bartolone, Van Au, Stephen Madison
  • Patent number: 6478827
    Abstract: The subject of the invention is dyeing compositions containing cationic monobenzene nitroanilines having at least one cationic charge delocalized over an unsaturated 5-membered polynitrogenous heterocycle, their use as direct dye compositions for the dyeing of keratinous substances, in particular human keratinous fibers, such as the hair, and the direct dyeing processes employing these compositions.
    Type: Grant
    Filed: January 7, 2000
    Date of Patent: November 12, 2002
    Assignee: L'Oréal S.A.
    Inventors: Alain Genet, Alain Lagrange
  • Patent number: 6364913
    Abstract: Formulations for coloring keratinous fibers are provided, comprising a substantive dye, an aminopolycarboxylic acid or salt thereof with a physiologically compatible cation, and isoascorbic acid or a salt thereof with a physiologically compatible cation. Also provided are methods of coloring keratinous fibers with the formulations.
    Type: Grant
    Filed: November 13, 1998
    Date of Patent: April 2, 2002
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Brigitta Hurschmann, Detlef Hollenberg
  • Patent number: 6197911
    Abstract: Linear or cyclic diorganosiloxane compounds that include at least one nitroaniline function are disclosed. The compounds may be used as organic dyes in cosmetic compositions suitable for dyeing human keratin fibers, especially hair, or for make-up. The dyes may also be used in foods and pharmaceutical compositions and for dyeing natural and synthetic fibers and plastics or inorganic materials. Also disclosed are the use of the compounds in the above-mentioned fields, cosmetic compositions containing such compounds, and a method for directly dyeing keratin fibers.
    Type: Grant
    Filed: September 17, 1998
    Date of Patent: March 6, 2001
    Assignee: L'Oreal
    Inventors: Hervé Richard, Madeleine Leduc, Alain LaGrange
  • Patent number: 6187057
    Abstract: The invention discloses a capillary dyeing composition comprising at least one direct dye, characterised in that it further contains a cross-linked polymer with acrylic and/or acrylate units and with acrylamide units. The invention also discloses the use of a cross-linked polymer with acrylic and/or acrylate units and with acrylamide units, in or for the production of a dyeing composition containing at least one direct dye, to improve the tinctorial power of the said composition, particularly after storage at below about 10° C., and particularly at about 4° C. The invention also discloses a method for preserving the tinctorial power, in particular after storage at a temperature below about 10° C., of a dyeing composition containing at least one direct dye, characterised in that an effective amount of the said cross-linked polymer is added to the composition.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: February 13, 2001
    Assignee: L'Oreal
    Inventor: Mireille Maubru
  • Patent number: 6136042
    Abstract: The invention discloses a capillary dyeing composition comprising at least one direct dye, wherein the composition further comprises a cross-linked polymer with acrylic units and alkyl C.sub.10 -C.sub.30 acrylate units. The invention also discloses the use of cross-linked polymer with acrylic units and alkyl C.sub.10 -C.sub.30 acrylate units in or for the production of a capillary dyeing composition comprising at least one direct dye, to improve the tinctorial power of the composition, particularly after storage at below about 10.degree. C., and in particular at about 4.degree. C. The invention also discloses a method for preserving the tinctorial power of the composition, particularly after storage at below about 10.degree. C., of a dyeing composition containing at least one direct dye, wherein an effective amount of the cross-linked polymer is added to the composition.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: October 24, 2000
    Assignee: L'Oreal
    Inventor: Mireille Maubru
  • 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: 5948121
    Abstract: The present invention relates to a permanent dyeing composition comprising a) above 0 to 1 mg enzyme protein per ml dyeing composition of microbial laccase, b) one or more dye precursor, and c) optionally one or more dye modifiers, the use of the dyeing composition for dyeing keratinous fibers, such as hair, fur, hide, and wool, and a method for permanent dyeing of keratinous fibers.
    Type: Grant
    Filed: May 22, 1998
    Date of Patent: September 7, 1999
    Assignee: Novo Nordisk A/S
    Inventors: Dorrit Aaslyng, Niels Henrik S.o slashed.rensen, Karen R.o slashed.rb.ae butted.k
  • Patent number: 5874618
    Abstract: Novel nitrobenzene compounds of the nitroparaphenylene-diamine type substituted by sulphur in the 5-position are disclosed. These compounds are intended especially for the dyeing of keratin fibers and in particular human hair. A process for their preparation, dyeing compositions in which these compounds are present and a dyeing process in which these compositions are used are also disclosed.
    Type: Grant
    Filed: September 30, 1997
    Date of Patent: February 23, 1999
    Assignee: L'Oreal
    Inventors: Alain Lagrange, Alain Genet
  • Patent number: 5792221
    Abstract: A hydroxypropylated 2-nitro-p-phenylenediamine of formula (I), wherein R1 is a C1-4 alkyl, .beta.-hydroxyethyl, .beta.-hydroxypropyl or .gamma.-hydroxypropyl radical; R2 and R3 independently represent a .beta.-hydroxyethyl, .beta.-hydroxypropyl, .gamma.-hydroxypropyl or .beta.,.gamma.-dihydroxypropyl radical, with the proviso that at least one of R1, R2 and R3 is a .gamma.-hydroxypropyl radical, while the other two are not both a .beta.-hydroxyethyl radical; and cosmetically acceptable salts thereof. This compound may be used for directly dyeing hair to give blue through purplish blue shades which are wash-fast, light-fast, waterproof and sweat resistant.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: August 11, 1998
    Assignee: L'Oreal
    Inventors: Alain Lagrange, Alex Junino, Alain Genet, Jean Cotteret
  • Patent number: 5628799
    Abstract: A process for dyeing hair by preparing and applying to the hair an aqueous reaction medium comprising a dopa species, a reactive direct dye and an oxidant, said aqueous reaction medium optionally containing at least one hair dyeing agent selected from the group consisting of primary intermediates and couplers and also containing a buffer to maintain the pH in the range from 6 to 10 during the reaction, and removing said aqueous reaction medium from the hair within about one hour following its preparation.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 13, 1997
    Assignee: Clairol Incorporated
    Inventors: Gottfried Wenke, Giuseppe Prota
  • Patent number: 5496377
    Abstract: A process for the direct dyeing (or colouring) of keratinous fibres, in particular human keratinous fibres, comprising the step of: directly dyeing the fibres by contacting the fibres (1) with a composition containing at least one direct dye chosen from specific 2-nitro-para-phenylenediamine derivatives and/or nitro derivatives of specific aminophenols, and (2) with a gas containing water vapour, the temperature of the gas being at least 75.degree. C. and the contact time between the gas and the fibres to be dyed not exceeding two minutes. The hair is dyed uniformly over the whole head of hair, from the roots to the ends, regardless of the condition of the hair.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: March 5, 1996
    Assignee: L'Oreal
    Inventors: Henri Samain, Jean-Michel Sturla
  • Patent number: 5451254
    Abstract: The invention relates to a dispersion of melanic pigments containing in a medium selected amongst: a) the straight or branched monoalcohols comprising at least 3 carbon atoms; the straight or branched polyols comprising at least 2 carbon atoms; the saturated or unsaturated cycloaliphatic alcohols comprising at least 6 carbon atoms; the aromatic alcohols comprising at least 6 carbon atoms; the C.sub.8 -C.sub.22 fatty acid esters and C.sub.1 -C.sub.6 alcohol esters or the C.sub.2 -C.sub.6 polyol esters; the C.sub.1 -C.sub.6 aliphatic acid esters or the C.sub.8 -C.sub.22 aromatic acid and fatty alcohol esters; the C.sub.8 -C.sub.22 fatty acid esters and the C.sub.8 -C.sub.22 fatty alcohol esters, the C.sub.6 -C.sub.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: September 19, 1995
    Assignee: L'Oreal
    Inventors: Herve Andrean, Didier Candau, Myrian Mellul, Christos Papantoniou, Bertrand Piot
  • Patent number: 5449403
    Abstract: A product in the form of colored inorganic particles including one or a number of melanin pigments, a process for its preparation and to its use, especially in the field of cosmetics, for make-up for the exoskeleton and/or for the skin, and in protecting human skin against UV radiation.
    Type: Grant
    Filed: January 3, 1994
    Date of Patent: September 12, 1995
    Assignee: L'Oreal
    Inventors: Herve Andrean, Alex Junino, Jean P. Arraudeau
  • Patent number: 5380340
    Abstract: The composition for oxidative dyeing of hair contains at least one coupler and 0.010 to 3.0 percent by weight of at least one developer selected from the group consisting of aminopyrazole derivatives of the formula (I): ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl groups having one to four carbon atoms; n=2 or 3; and physiologically tolerated, water-soluble salts thereof. The developer and coupler substances are present in the composition in a total amount of from 0.1 to 5.0 percent. New pyrazole derivative compounds are also part of the invention.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: January 10, 1995
    Assignee: Wella Aktiengesellschaft
    Inventors: Hans Neunhoeffer, Stefan Gerstung, Thomas Clausen, Wolfgang R. Balzer
  • Patent number: 5279618
    Abstract: A process for dyeing hair by preparing and thereafter applying to the hair an aqueous reaction medium comprising dopa and an oxidant, said aqueous reaction medium further containing at least one hair dyeing agent selected from the group consisting of primary intermediates and couplers and also containing a buffer to maintain the pH in the range from 6 to 10 during the reaction, and removing said aqueous reaction medium from the hair within about one hour following its preparation.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: January 18, 1994
    Assignee: Clairol Incorporated
    Inventors: Giuseppe Prota, Leszek Wolfram, Gottfried Wenke
  • Patent number: 5279617
    Abstract: A process for dyeing hair by preparing and thereafter applying to the hair an aqueous reaction medium comprising a substituted dopa species and an oxidant which is a ferricyanide salt, said aqueous reaction medium further containing a buffer to maintain the pH in the range from 6 to 10 during the reaction, and removing said aqueous reaction medium from the hair within about one hour following its preparation.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: January 18, 1994
    Assignee: Clairol Incorporated
    Inventors: Giuseppe Prota, Leszek Wolfram, Gottfried Wenke
  • Patent number: 5279620
    Abstract: Tinctorial composition for keratin fibers, containing a para-type precursor of an oxidation colorant associated with a heterocyclic coupler of formula: ##STR1## where R.sub.1 .dbd.H, or C.sub.1 -C.sub.4 alkyl; R.sub.2 and R.sub.3, which may be identical or different, denote H, C.sub.1 -C.sub.4 alkyl, carboxyl or alkoxycarbonyl; OH is in position 6 or 7;and/or a salt of such a coupler.This composition allows the hair to be dyed with a color having a good resistance to light, washing, bad weather and perspiration.
    Type: Grant
    Filed: April 20, 1992
    Date of Patent: January 18, 1994
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang
  • Patent number: 5273550
    Abstract: A process for dyeing hair by preparing and thereafter applying to the hair an aqueous reaction medium comprising dopa and an oxidant selected from ferricyanide and permanganate salts, said aqueous reaction medium further containing a buffer to maintain the pH in the range from 6 to 10 during the reaction, and removing said aqueous reaction medium from the hair within about one hour following its preparation
    Type: Grant
    Filed: September 26, 1991
    Date of Patent: December 28, 1993
    Assignee: Clairol Incorporated
    Inventors: Giuseppe Prota, Leszek J. Wolfram, Gottfried Wenke
  • Patent number: 5246466
    Abstract: 1,3-disubstitued nitrobenzenes of the general formula I: ##STR1## in which X is a hydroxyl group or an amino group and R.sup.1 is hydrogen or a C.sub.1-4 alkyl group and their salts are suitable for use as an oxidation dye precursor of the coupler type, together with prior art primary intermediate components, for the production of oxidation dyes, preferably for the production of hair colorants. With developers of the p-phenylenediamine, p-aminophenol, 2.5-diaminopyridine, and 2,4,5,6-tetraaminopyrimidine types, primarily brown hues with great light stability are formed.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: September 21, 1993
    Assignee: Henkel Kommanditgelsellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Horst Hoeffkes
  • Patent number: 5207798
    Abstract: Process for dyeing keratinous fibres, in particular human keratinous fibres such as hair, characterized in that there is applied to these fibres a composition containing, in a suitable dyeing mixture, at least one indole-based coupler, of the formula: ##STR1## in which R.sub.1 designates a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical; R.sub.2 and R.sub.3, which may be identical or different, designate a hydrogen atom, a C.sub.1 -C.sub.4 lower alkyl radical, a carboxyl radical or an alkoxycarbonyl radical; X designates a hydrogen atom, a C.sub.1 -C.sub.4 lower alkyl radical, a C.sub.1 -C.sub.18 alkoxy radical, a halogen atom, a C.sub.2 -C.sub.20 acyloxy radical or an acetylamino group; the OH group occupying the 6- or 7- positions of the aromatic ring; as well as the salts of these compounds;one oxidation dye precursor;one oxidising agent;the pH of the composition applied to the fibres being less than 7.
    Type: Grant
    Filed: March 7, 1991
    Date of Patent: May 4, 1993
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie P. Audousset
  • Patent number: 5205837
    Abstract: The invention relates to a product in powder form consisting of organic or inorganic particles having a lamellar structure, having a size of less than 50 microns and containing at least one synthetic melanotic pigment formed in situ by oxidation of an indole compound, and to its use for the protection of the human epidermis, in make-up products and for dyeing hair.
    Type: Grant
    Filed: July 16, 1991
    Date of Patent: April 27, 1993
    Assignee: L'Oreal
    Inventors: Herve Andrean, Alex Junino
  • Patent number: 5203875
    Abstract: The invention relates to the use, as coupler in a dyeing composition, of a hydroxybenzofuran of formula (I): ##STR1## in which R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or a C.sub.1 -C.sub.6 alkyl radical. When they denote an alkyl radical, R.sub.1 and R.sub.2 can occupy any position on the benzofuran ring except the positions 2 and 3 at the same time. The OH group may occupy one of the positions 4, 5, 6 or 7, in combination with one or more para type or ortho type oxidation dye precursors or mixtures thereof, for dyeing keratinous fibers and in particular human hair. The dyeing composition according to the invention makes it possible to confer on the keratinous fibers a color which is fast to light, washes, adverse weather conditions and perspiration.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: April 20, 1993
    Assignee: L'Oreal
    Inventors: Remy Tuloup, Christian Blaise, Alex Junino
  • Patent number: 5198584
    Abstract: p-phenylenediamines having a quaternary ammonium group and substituted with an electron withdrawing group, derivatives thereof, compositions containing same, and their use as developers for dyeing keratinous fibers, are disclosed.
    Type: Grant
    Filed: June 4, 1992
    Date of Patent: March 30, 1993
    Assignee: Clairol Inc.
    Inventors: A. C. Chan, Y. G. Pan, D. L. Chang
  • Patent number: 5186716
    Abstract: N.sup.1 -Trifluoroalkyl substituted 2-nitro-p-phenylenediamines, compositions containing same, and their use as direct dyes for keratinous fibers are disclosed.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: February 16, 1993
    Assignee: Clairol Incorporated
    Inventors: Mu-Ill Lim, Yuh-Guo Pan
  • Patent number: 5176716
    Abstract: Hair dye composition for oxidative dyeing of human or animal hair containing as developing substances alone or in admixture with other developing substances, a hydroxytriaminopyrimidine, preferably 6-OH-2,4,5-triaminopyrimidine (4-OH-2,5,6-triaminopyrimidine) or 2-OH-4,5,6-triaminopyrimidine and/or a dihydroxydiaminopyrimidine, preferably 2,6-dihydroxy-4,5-diamino-pyrimidine or 4,6-dihydroxy-2,5-diaminopyrimidine.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: January 5, 1993
    Assignee: Goldwell AG
    Inventors: Heribert Lorenz, Frank Kufner, Jurgen Tennigkeit
  • Patent number: 5171889
    Abstract: The novel hair dye compositions containing a compound of the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 which may be identical or different, are hydrogen, alkyl, hydroxyalkyl, polyhydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl aminoalkyl and dialkylaminoalkyl, each alkyl group and each alkoxy group having from about 1 to about 6 carbons and R.sub.5 is hydrogen or alkyl containing from about 1 to about 6 carbon atoms are disclosed. More specifically, the present invention concerns the inclusion of such compounds of formula I in hair dye compositions as direct dyes, and especially the novel compound 4-(2-hydroxyethylamino)-3-nitrobenzamide. The compounds, some of which are novel, provide a yellow dye base for the hair dyeing compositions.
    Type: Grant
    Filed: August 12, 1991
    Date of Patent: December 15, 1992
    Assignee: Clairol Incorporated
    Inventor: James S. Anderson
  • Patent number: 5169403
    Abstract: Direct dyes having a quaternary center with a long aliphatic chain, compositions containing those dyes, and the process of using them to dye hair are disclosed. These dyes have a higher affinity for hair and are more shampoo stable than conventional direct dyes, and produce pleasing uniform dyeing.
    Type: Grant
    Filed: November 1, 1991
    Date of Patent: December 8, 1992
    Assignee: Clairol, Inc.
    Inventors: Alexander Chan, Yuh-Guo Pan
  • Patent number: 5139532
    Abstract: P-phenylenediamines having a quaternary ammonium group and substituted with an electron withdrawing group, derivatives thereof, compositions containing same, and their use as developers for dyeing keratinous fibers, are disclosed.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: August 18, 1992
    Assignee: Clairol, Inc.
    Inventors: A. C. Chan, Y. G. Pan, David L. Chang
  • Patent number: 5131911
    Abstract: Process for dyeing keratin fibers by using derivatives of formula: ##STR1## where: R.sub.1 =H, lower alkyl or SiR.sub.11 R.sub.12 R.sub.13 ;R.sub.2 and R.sub.3, which may be identical or different, =H, alkyl, carboxyl, alkoxycarbonyl or --COOSiR.sub.11 R.sub.12 R.sub.13 ;R.sub.4 to R.sub.7, which may be identical or different, =H or an O--Z group, where Z=H, C.sub.1 -C.sub.20 alkyl, aralkyl, formyl, C.sub.2 -C.sub.20 acyl, C.sub.3 -C.sub.20 alkenyl, --SiR.sub.11 R.sub.12 R.sub.13, --P(O)(OR.sub.8).sub.2, R.sub.8 OSO.sub.2 ;or a heterocycle which may contain a P(O)(OR.sub.8) or CR.sub.9 R.sub.10 group;with the reservation that at least two of R.sub.4 to R.sub.7 denotes OZ or form a ring, and that at least one of R.sub.4 or R.sub.7 represents OZ;R.sub.8 and R.sub.9 =H, lower alkyl;R.sub.10 =alkoxy, mono- or dialkylamino;R.sub.11, R.sub.12 and R.sub.13, which may be identical or different, are alkyl groups;or their alkali metal, alkaline-earth metal, ammonium and amine salts.
    Type: Grant
    Filed: October 2, 1991
    Date of Patent: July 21, 1992
    Assignee: L'Oreal
    Inventors: Gerard Lang, Serge Forestier, Alex Junino, Herve Richard, Jean Jacques Van den Bossche
  • Patent number: 5110318
    Abstract: A method for non-permanently or semi-permanently coloring hair with an aqueous clay-based composition that involves applying the composition to hair and exposing the hair to heat for a period of time sufficient to dry the composition to a hard and flaky state. The hair coloring composition also can include effective amounts of a reconstruction component (protein), a moisturizer component having sodium hyaluronate, and a shine imparting component having henna extract.
    Type: Grant
    Filed: March 14, 1990
    Date of Patent: May 5, 1992
    Inventors: Rocco F. Altobelli, Wallace R. Hlavic, Annette Angell-Schram
  • Patent number: 5104412
    Abstract: Hair dyeing compositions contain N-cycloalkyl-3-aminophenols corresponding to the following formula ##STR1## in which n is an integer of 4 to 8 and R.sup.1, R.sup.2, and R.sup.3 independently of one another represent hydrogen, methyl groups or chlorine,or salts thereof as oxidation dye intermediates of the coupler type in addition to typical primary intermediates in a carrier. In conjunction with typical primary intermediates, for example of the p-phenylenediamine derivative type, the new coupler compounds produce shades of brown of high fastness.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: April 14, 1992
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Horst Hoeffkes, Edgar Lieske
  • Patent number: 5089026
    Abstract: A dyeing composition for a keratin fiber which comprises 1,5-dihydroxynaphthalene as a coupling substance, 2-amino-5-hydroxybenzoic acid or a cosmetically acceptable salt thereof as a color developing substance, and a cosmetically acceptable base is disclosed. The dyeing composition for a keratin fiber give a vivid red color tone having a high chroma and an extremely high fastness.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: February 18, 1992
    Assignee: Kao Corporation
    Inventors: Hidetoshi Tagami, Jiro Kawase
  • Patent number: 5085666
    Abstract: The invention relates to a process for the preparation of nitroanilines, which consists in reacting an amine RNH.sub.2, or ammonia, with 3,4-methylenedioxynitrobenzene to give the products of the formula: ##STR1## in which R denotes hydrogen, alkyl, monohydroxyalkyl or polyhydroxyalkyl, alkoxyalkyl or aminoalkyl of the formula: ##STR2## in which R.sub.1 and R.sub.2, which are identical or different, denote hydrogen, alkyl or monohydroxyalkyl or polyhydroxyalkyl and n denotes an integer from 2 to 4, or of the formula: ##STR3## in which A denotes OCH.sub.2 or ##STR4## and R.sub.1 denotes --CH.sub.2 CH.sub.2 OH or ##STR5## or their salts.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: February 4, 1992
    Assignee: L'Oreal
    Inventors: Andree Bugaut, Alex Junino
  • Patent number: 5082467
    Abstract: A dye composition for keratinous fibers is disclosed. The composition comprises a developing substance and, as a coupling substance, a 3,5-diaminopyridine derivative of the following formula (I), ##STR1## wherein R.sup.1 is an alkoxy group or a group ##STR2## wherein R.sup.2 and R.sup.3 may be the same or different and individually represents a hydrogen atom or a hydroxyalkyl group, R.sup.4 a hydroxy, alkoxy, or hydroxyalkyl group, and n is a number of 1-4; or a salt thereof. The composition is capable of dyeing keratinous fibers such as hairs in blue color with a high vividness and with resistances to the light, color change, and discoloration due to shampooing.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: January 21, 1992
    Assignee: Kao Corporation
    Inventors: Tadashi Tamura, Akira Kiyomine, Michio Tanaka, Yoshinori Nishizawa, Hidetoshi Tagami, Masahiko Ogawa, Toru Yoshihara, Tsutomu Muraoka, Jiro Kawase