Aminoheterocyclic Dye Patents (Class 8/423)
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Publication number: 20020002749Abstract: Compositions for oxidation dyeing of keratin fibers comprising at least one oxidation base and at least one coupler chosen from indolizine derivatives, methods for using the same for oxidation dyeing of keratin fibers, and compounds chosen from indolizine derivatives.Type: ApplicationFiled: February 26, 2001Publication date: January 10, 2002Inventors: Philippe Breton, Alain Lagrange
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Publication number: 20010054205Abstract: The present invention relates to a composition for dyeing keratin fibres, in particular human hair, containing, in a medium which is suitable for dyeing:Type: ApplicationFiled: December 29, 2000Publication date: December 27, 2001Applicant: L'OrealInventors: Laurent Vidal, Gerard Malle
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Publication number: 20010049850Abstract: The invention relates to a ready-to-use composition for the oxidation dyeing of keratin fibres, and in particular human keratin fibres such as the hair, comprising, in a medium which is suitable for dyeing, at least one oxidation base, 2-amino-3-hydroxypyridine as coupler and at least one enzyme of 2-electron oxidoreductase type in the presence of at least one donor for the said enzyme, and to the dyeing process using this composition.Type: ApplicationFiled: June 2, 1999Publication date: December 13, 2001Inventor: MIREILLE MAUBRU
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Publication number: 20010044974Abstract: Compositions for the oxidation dyeing of keratin fibres, containing at least one oxidation base and at least one coupler chosen from indolizine derivative comprising at least one cationic group Z, Z being chosen from quaternized aliphatic chains, aliphatic chains comprising at least one quaternized saturated ring, and aliphatic chains comprising at least one quaternized unsaturated ring. Methods of using these cationic indolizine derivatives as couplers for the oxidation dyeing of keratin fibres, in combination with at least one oxidation base, and to dyeing processes using them. Some of these cationic indolizine derivatives are novel.Type: ApplicationFiled: February 26, 2001Publication date: November 29, 2001Inventors: Philippe Breton, Fabienne Segala, Alain Lagrange
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Publication number: 20010044976Abstract: Provided is a hair dye composition comprising as a direct dye a compound represented by the following formula (1), (2), (3) or (4): 1Type: ApplicationFiled: April 5, 2001Publication date: November 29, 2001Applicant: Kao CorporationInventors: Hajime Miyabe, Kenichi Matsunaga, Yukihiro Ohashi, Shintaro Totoki, Yoshinori Saito
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Patent number: 6312478Abstract: The method for temporarily coloring and later decolorizing hair includes applying a colorant to the hair, which contains a monomethine or polymethine dye of formula (Ia/Ib), or a salt thereof, W=L−V′(Ia)&rlarr2;W′−L=V (Ib), wherein W=L−V′ and W′=L−V are tautomers, W and V are each a substituted five-member or six-member heterocyclic ring, each of which is a substituted pyrazolone, substituted pyridone, substituted dioxothiazoline, substituted rhodanine, substituted dioxoimidazolidine or substituted barbituric acid; wherein L represents —[—CH═CH—]m—CR═[═CH—CH═]n═ and R is hydrogen, a phenyl group, a halogen atom, a methyl group or a carboxamido group, and wherein m and n are each 0, 1 or 2, but n+m≦2; then allowing the colorant to act for from 10 to 45 min at 20 to 50° C.Type: GrantFiled: October 26, 1999Date of Patent: November 6, 2001Assignee: Wella AktiengesellschaftInventors: Otto Goettel, Aline Pirrello
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Patent number: 6312479Abstract: The invention relates to a ready-to-use composition for the oxidation dyeing of keratin fibers, and in particular human keratin fibers such as the hair, comprising, in a medium which is suitable for dyeing, at least one oxidation base, 2-amino-3-hydroxypyridine as coupler and at least one enzyme of 2-electron oxidoreductase type in the presence of at least one donor for the said enzyme, and to the dyeing process using this composition.Type: GrantFiled: June 2, 1999Date of Patent: November 6, 2001Assignee: L'Oreal S.A.Inventor: Mireille Maubru
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Publication number: 20010034914Abstract: 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: ApplicationFiled: February 23, 2001Publication date: November 1, 2001Inventors: Jean-Baptiste Saunier, Laurent Vidal
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Publication number: 20010034913Abstract: Novel oxidation bases comprising a benzene nucleus and a guanidine chain, a process for their preparation, their use for the oxidation dyeing of keratin fibers, dye compositions containing them, and oxidation dyeing processes using them are described.Type: ApplicationFiled: January 29, 2001Publication date: November 1, 2001Inventors: Thierry Bordier, Michel Philippe
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Patent number: 6306181Abstract: The invention relates to novel 4-hydroxyindole derivatives comprising at least one cationic group Z, Z being selected from quaternized aliphatic chains, aliphatic chains containing at least one quaternized saturated ring, and aliphatic chains containing at least one quaternized unsaturated ring, to their use as a coupler for the oxidation dyeing of keratinous fibers, to the dyeing compositions comprising them, and to the methods of oxidation dyeing which employ them.Type: GrantFiled: September 21, 1999Date of Patent: October 23, 2001Assignee: L'OrealInventors: Eric Terranova, Aziz Fadli, Alain Lagrange
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Patent number: 6296672Abstract: The present invention relates to methods of dyeing a material which involve contacting the material with a dyeing system which comprises: (a) a mixture of (i) an aromatic diamine and (ii) one or more of a naphthol and an aminonaphthalene and (b) an oxidation system comprising (i) a hydrogen peroxide source and an enzyme exhibiting peroxidase activity or (ii) an enzyme exibiting oxidase activity on one or more of the compounds of mixture (a). The material may be a fabric, yarn, fiber, garment or film made of fur, hide, leather, silk or wool, or made of cationic polysaccharide, cotton, diacetate, flax, linen, lyocel, polyacrylic, synthetic polyamide, polyester, ramie, rayon, triacetate, or viscose.Type: GrantFiled: December 14, 1999Date of Patent: October 2, 2001Assignees: Novozymes A/S Patents, Novozymes North AmericaInventors: Martin Barfoed, Ole Kirk, Sonja Salmon
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Publication number: 20010020309Abstract: The present invention relates to a composition for the dyeing of keratinous fibres, especially human hair, which comprises, in a medium appropriate for dyeing:Type: ApplicationFiled: March 15, 2001Publication date: September 13, 2001Applicant: L'OREAL S.A.Inventors: Laurent Vidal, Gerard Malle
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Patent number: 6270533Abstract: The invention relates to novel dibenzene oxidation bases containing at least one cationic group Z, Z being chosen from quaternized aliphatic chains, aliphatic chains containing at least one quaternized saturated ring and aliphatic chains containing at least one quaternized unsaturated ring, to their use for the oxidation dyeing of keratin fibres, to dye compositions containing them and to oxidation dyeing processes using them.Type: GrantFiled: June 7, 1999Date of Patent: August 7, 2001Assignee: L'Oreal S.A.Inventors: Alain Genet, Alain Lagrange
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Patent number: 6258131Abstract: Process for preserving the dyeing capacity of 5,6-dihydroxyindole or of of its derivatives corresponding to the formula (I); in which R1, R2, R3 and R4, which are identical or different donates hydrogen or a C1-C4 lower alkyl, R1, R2 and R3 denoting hydrogen when R4 denotes alkyl in an aqueous medium, characterized in that the pH of the aqueous medium is adjusted to a value pHC of between 5 and 10 by employing a pH-regulating agent containing two components (A) and (B), the component (A) being chosen from pH-regulating agents which have a dissociation constant KCA in aqueous solution at 25° C., such as pkCA, that is: 0<pkCA−pHC≦2.5 and the component (B) being chosen from pH-regulating agents which have a dissociation constant KCB in aqueous solution at 25° C., such as pkCB, that is: 2<pkCB<pHC.Type: GrantFiled: October 8, 1997Date of Patent: July 10, 2001Assignee: L'OrealInventors: Jean Francois Grollier, Marie Francoise Bosq, Jean Cotteret, Arnaud De Labbey
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Patent number: 6238439Abstract: Method for dyeing keratinous fibers, in particular, human keratinous fiber such as hair, without the use of iodide ions wherein a tinctorial composition containing, in a cosmetically acceptable medium having a pH of less than or equal to 7, at least one indole derivative corresponding to the formula in which: R1 denotes hydrogen, alkyl or COOH; R2 denotes hydrogen or alkyl; R denotes hydrogen, Si(CH3)3, or COalkyl; and X denotes hydrogen, OH, or OSi(CH3)3; it being possible for X in the 4- or 5-position also to denote the O-alkyl group, on condition that when X is in the 5-position with the meanings mentioned above and OR denotes OH in the 4- or 6-position, only one of the group R1 and R2 then differs from hydrogen; that when X denotes hydrogen, OR must be in the 7-position and R2 must denote hydrogen; and that when R denotes hydrogen and X denotes OH, OR and X are then in the 5- and the 6-position and R1 denotes COOH, to the fibers in a first step and, after a dwell time followed byType: GrantFiled: March 17, 1995Date of Patent: May 29, 2001Assignee: L'OrealInventor: Jean Cotteret
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Patent number: 6238440Abstract: The present invention relates to a composition for the dyeing of keratinous fibres, especially human hair, which comprises, in a medium appropriate for dyeing: as coupler, at least one compound corresponding to one of the formulae: in which R1 is especially hydrogen, halogen, aryloxy, alkoxy, acyloxy, arylthio, alkylthio, heteroarylthio, heteroaryloxy, etc; R2 and R3 are independent and are especially hydrogen, halogen, alkyl, aryl, alkylthio, arylthio, benzylthio, etc; Za, Zb and Zc are independent and are a nitrogen atom or a carbon atom carrying a radical R4, R5, R6 or R7; R4, R6 and R7 are identical or different and are especially hydrogen, alkyl, aryl, a heterocycle, a halogen, etc; and R5 is especially hydrogen, halogen, acyl, acyloxy or carbamoyl, etc; and at least one oxidation base.Type: GrantFiled: March 25, 1999Date of Patent: May 29, 2001Assignee: L'Oreal S.A.Inventors: Laurent Vidal, GĂ©rard Malle
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Patent number: 6231623Abstract: The present invention relates to a composition for dyeing keratinous fibers, especially human hair, which in a medium appropriate for dyeing comprises: as coupler at least one compound of formula: in which: R1 is especially hydrogen, alkyl, aryl, a heterocycle, a halogen, etc.; R2 is especially hydrogen, halogen, aryloxy, alkoxy, acyloxy, arylthio, alkylthio, heteroarylthio, heteroaryloxy, etc.; Za, Zb and Zc are independently a nitrogen atom or a carbon which carries a radical R3 or R4 whose meanings are identical to those of R1; at least one of Za, Zb and Zc is a nitrogen atom; and R3 and R4 may together form an unsubstituted or substituted aromatic ring; and at least one oxidation base.Type: GrantFiled: April 30, 1999Date of Patent: May 15, 2001Assignee: L'Oreal S.A.Inventors: Laurent Vidal, GĂ©rard Malle, Eric Monteil
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Patent number: 6228129Abstract: The invention relates to a ready-to-use composition for the oxidation dyeing of keratin fibers, and in particular human keratin fibers such as the hair, comprising, in a medium which is suitable for dyeing, at least one oxidation base, at least one cationic direct dye and at least one enzyme of 2-electron oxidoreductase type in the presence of at least one donor for the said enzyme, and to the dyeing process using this composition.Type: GrantFiled: July 1, 1999Date of Patent: May 8, 2001Assignee: L'Oreal S.A.Inventors: Roland de la Mettrie, Jean Cotteret, Arnaud de Labbey, Mireille Maubru
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Patent number: 6210447Abstract: The present invention relates to a composition for dyeing keratin fibers, in particular human hair, containing, in a medium which is suitable for dyeing: as coupler, at least one compound of formula: or one of the addition salts thereof with an acid; and at least one oxidation base.Type: GrantFiled: February 10, 1999Date of Patent: April 3, 2001Assignee: L'OrealInventors: Laurent Vidal, GĂ«rard Malle
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Patent number: 6203579Abstract: A colorant composition for coloring keratin-containing fibers is disclosed having (a) at least one isatin derivative corresponding to the formula I: where R1 and R2 independently of one another represent a hydrogen atom, a halogen atom, a hydroxy group, a (C1-4)-alkyl, hydroxy-(C1-4)-alkyl, tertiary amino-(C1-4)-alkyl, (C1-4)-alkoxy group, an amino group optionally substituted by one or two (C1-4)-alkyl or hydroxy-(C1-4)-alkyl groups, a nitro, carboxy, or sulfo group, and Y is a hydroxy group, a (C1-4)-alkoxy group or an amino group which may be substituted by (C1-4)-alkyl, (C1-4)-alkoxy-(C1-4)-alkyl, carboxy-(C1-4)-alkyl, sulfo-(C1-4)-alkyl or hydroxy-(C1-4)-alkyl groups or which may be part of a heterocyclic 5-, 6- or 7-membered ring, or physiologically compatible salts thereof, and (b) at least one compound containing a primary or secondary amino group or hydroxy group selected from the group consisting of primary or secondary aliphatic or aromatic amines, nitrogen-containing heterocyclicType: GrantFiled: October 22, 1999Date of Patent: March 20, 2001Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hinrich Moeller, Horst Hoeffkes, Bernd Meinigke, David Rose
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Patent number: 6203580Abstract: Compositions for the oxidation dyeing of keratin fibers, comprising, as oxidation base, at least one para-aminophenol, of formula (I) and/or at least one acid-addition salt thereof: in which: R1 represents a hydrogen atom, a linear or branched C1-C4 alkyl radical or a C1-C4 trifluoroalkyl radical, R2 and R3 independently represent a hydrogen atom, a C1-C4 alkyl radical or a C1-C4 monohydroxyalkyl radical, and X, Y and Z independently represent a carbon, nitrogen, oxygen or sulphur atom, wherein the bonds XY and YZ are single or double bonds; a dyeing process using these compositions, novel para-aminophenols and a process for their preparation.Type: GrantFiled: February 24, 1998Date of Patent: March 20, 2001Assignee: L'OrealInventors: Jean Jacques Vandenbossche, Alain Lagrange
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Patent number: 6200353Abstract: 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: GrantFiled: February 1, 2000Date of Patent: March 13, 2001Assignee: Bristol Myers Squibb CompanyInventors: Mu-Ill Lim, Linas R. Stasaitis, Yuh-Guo Pan
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Patent number: 6197071Abstract: Formulations for the oxidation dyeing of keratin fibers comprising a coupler and oxidation base. The couplers are represented by the following structure: wherein: Z represents the elements of C, N, O, or S necessary to complete a substituted or unsubstituted heterocyclic 5 or 6 member ring along with nitrogen; R1 represents a substituent group; and, X represents a hydrogen or a coupling off group.Type: GrantFiled: October 12, 1999Date of Patent: March 6, 2001Assignee: Eastman Kodak CompanyInventors: Donald R. Diehl, Mbiya Kapiamba, Stanley W. Cowan
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Patent number: 6179882Abstract: The present invention relates to a composition for dyeing keratin fibres, in particular human hair, containing, in a medium which is suitable for dyeing: as coupler, at least one compound of formula or one of the addition salts with an acid, with R1 denotes, in particular, hydrogen, alkyl, aryl, a heterocycle, halogen, R2 denotes, in particular, hydrogen, halogen, alkoxy, aryloxy, acyloxy, arylthio, alkylthio, R3 has the same meanings as those for R1, Za and Zb, which are different, denote C═O or CR4, with R4 having the same meanings as R1; and at least one oxidation base.Type: GrantFiled: June 16, 1999Date of Patent: January 30, 2001Assignee: L'OrealInventors: Laurent Vidal, G{acute over (e)}rard Malle
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Patent number: 6179883Abstract: Novel 2-imino-2,3-dihydro-1H-indole derivatives of formula (I) or (II) below: in which: R1, R2 and R3 denote hydrogen, alkyl, carboxyl, alkoxycarbonyl, monohydroxyalkyl, polyhydroxyalkyl, alkoxyalkyl, monoalkylaminoalkyl or dialkylaminoalkyl; R′3 and R4 denote alkyl, carboxyl, alkoxycarbonyl, monohydroxyalkyl, polyhydroxyalkyl, alkoxyalkyl, monoalkylaminoalkyl or dialkylaminoalkyl; R5 denotes hydrogen, alkyl, monohydroxyalkyl, polyhydroxyalkyl, alkoxyalkyl, monoalkylaminoalkyl or dialkylaminoalkyl; and the addition salts thereof with an acid, as well as their uses for dyeing keratin fibres.Type: GrantFiled: August 22, 1997Date of Patent: January 30, 2001Assignee: L'OrealInventors: Eric Terranova, Aziz Fadli, Alain Lagrange
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Patent number: 6179881Abstract: Azo compounds of the 2-(4-amino)phenyldiazinecarboximidamide type and 2-(4-amino)phenylhydrazinecarboximidamide type, a process for their synthesis, their use for dyeing keratin fibers, dye compositions containing them, and dyeing processes.Type: GrantFiled: November 23, 1998Date of Patent: January 30, 2001Assignee: L'OrealInventors: Jean-Christophe Henrion, Michel Philippe
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Patent number: 6165229Abstract: The present invention relates to a composition for dyeing keratin fibers, in particular human hair, containing, in a medium which is suitable for dyeing, at least:as coupler, at least one compound of formula: ##STR1## in which: R.sub.1 denotes, in particular, hydrogen, alkyl, phenyl, substituted phenyl, cyano; carbonyl; etc.R.sub.2 denotes, in particular, hydrogen, halogen, alkoxy, aryloxy, acyloxy, acetamido, dialkylamino, etc.Z.sub.a and Z.sub.b denote a nitrogen atom or a carbon bearing a group R.sub.3 or R.sub.4 or R.sub.5, with the proviso that at least one of the two is a carbon atom;R.sub.3 and R.sub.4, which are independent, denote cyano; trifluoroalkyl; alkoxycarbonyl; aryloxycarbonyl, hydrogen; alkyl; carboxyl; etc.R.sub.5 denotes, in particular, hydrogen, aryl, alkoxy, alkylthio, etc.at least one oxidation base.Type: GrantFiled: February 8, 1999Date of Patent: December 26, 2000Assignee: L'OrealInventors: Laurent Vidal, Gerard Malle
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Patent number: 6165230Abstract: A 1,4-diazacycloheptane derivative and an oxidative hair colorant containing the derivative as a primary intermediate is presented. The 1,4-diazacycloheptane derivative is of the formula: ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another represent hydrogen, a C.sub.1-4 alkyl or hydroxyalkyl group or a C.sub.2-4, dihydroxyalkyl group, X and Y independently of one another represent hydrogen, chlorine, fluorine, a C.sub.1-4 alkyl, hydroxyalkyl, aminoakyl or alkoxy group, a C.sub.2-4 dihydroxyalkyl group or an allyl group and R.sup.5 and R.sup.6 independently of one another represent hydrogen or a C.sub.1-4 alkyl group. Natural color tones can be obtained in keratin fibers with oxidative hair colorants containing the 1,4-diazacycloheptane derivative, without the use of additional primary intermediates.Type: GrantFiled: August 25, 1999Date of Patent: December 26, 2000Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Horst Hoeffkes, Bernd Meinigke
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Patent number: 6152967Abstract: 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 and bilirubin oxidase, in the presence or absence of at least one donor for the said bilirubin oxidase, as well as to the dyeing process using this composition.Type: GrantFiled: May 21, 1999Date of Patent: November 28, 2000Assignee: L'OrealInventor: Mireille Maubru
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Patent number: 6139589Abstract: The present invention relates to a composition and dyeing process for the dyeing of keratinous fibers using the composition, where the composition has as coupler, at least one compound of formula: ##STR1## where R.sub.1 denotes in particular hydrogen, halogen; alkoxy, aryloxy; acyloxy; arylthio; alkylthio; an NR.sup.III R.sup.IV radical with R.sup.III and R.sup.IV, which are identical or different, representing a C.sub.1 -C.sub.4 alkyl, and the like; R.sub.2 denotes hydrogen; halogen; acyl; sulphonyl; sulphinyl; phosphonyl; carbamoyl; sulphamoyl; cyano; siloxy; amino; acylamino; acyloxy; carbamoyloxy; sulphonamido; imido; ureido; sulphamoylamino; alkoxycarbonylamino; aryloxycarbonylamino; alkoxycarbonyl; aryloxycarbonyl; carboxyl; alkyl; or aryl; or a 5- or 6-membered heterocycle having at least one nitrogen, oxygen or sulphur atom; when R.sub.Type: GrantFiled: February 26, 1999Date of Patent: October 31, 2000Assignee: L'Oreal S.A.Inventors: Laurent Vidal, Gerard Malle
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Patent number: 6132475Abstract: 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: GrantFiled: February 15, 1999Date of Patent: October 17, 2000Assignee: Wella AktiengesellschaftInventors: Laurent Chassot, Hans-Juergen Braun
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Patent number: 6118008Abstract: The invention discloses new 5-substituted 3,4-diamino pyrazols, their methods of preparation, compositions for keratin fiber oxidation dyeing containing them as an oxidizing base, and the dyeing methods using same.Type: GrantFiled: May 7, 1999Date of Patent: September 12, 2000Assignee: L'OrealInventors: Gerard Malle, Laurent Vidal, Agnes Burande, Mireille Maubru
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Patent number: 6099593Abstract: Novel compositions for the oxidation dyeing of keratin fibres, comprising at least one specific pyrazolo[1,5-a]pyrimidine derivative, a dyeing process using these compositions, novel pyrazolo[1,5-a]pyrimidine derivatives and a process for their preparation.Type: GrantFiled: December 31, 1997Date of Patent: August 8, 2000Assignee: L'OrealInventors: Eric Terranova, Aziz Fadli, Alain Lagrange
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Patent number: 6099592Abstract: The invention relates to novel compositions for the oxidation dyeing of keratin fibers, comprising at least one specific diaminopyrazole derivative, to the dyeing process using this composition, to novel diaminopyrazole derivatives and to a process for their preparation.Type: GrantFiled: May 3, 1996Date of Patent: August 8, 2000Assignee: L'OrealInventors: Laurent Vidal, Agnes Burande, Gerard Malle, Michel Hocquaux
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Patent number: 6093219Abstract: 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: GrantFiled: March 13, 1998Date of Patent: July 25, 2000Assignee: L'OrealInventors: Marie-Pascale Audousset, Jean Cotteret, Roland de la Mettrie, Christelle Grimault
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Patent number: 6093220Abstract: 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: GrantFiled: July 18, 1997Date of Patent: July 25, 2000Assignee: L'OrealInventor: Marie-Pascale Audousset
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Patent number: 6090162Abstract: A composition for the oxidation dyeing of keratinous fibers, in particular of human keratinous fibers such as hair, with at least one 5-substituted 3,4-diaminopyrazole as an oxidation base, in combination with at least one meta-aminophenol halogenated at the ortho position of the phenol as a coupler, as well as a method of dyeing using this composition with an oxidizing agent.Type: GrantFiled: November 6, 1998Date of Patent: July 18, 2000Assignee: L'Oreal S.A.Inventor: Mireille Maubru
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Patent number: 6090160Abstract: Hydraulic coupler compounds 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 and R.sub.3, which may be identical or different, denote a hydrogen atom, a C.sub.1 -C.sub.4 lower alkyl radical, a carboxyl radical or an alkoxycarbonyl radical; X denotes 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.1 -C.sub.20 acyloxy radical, an acetylamino group, a trimethylsilyloxy group or a dialkyl(C.sub.1 -C.sub.4)aminomethyl group, the OH group occupying the 6- or 7-positions, as well as their salts, are combined with oxidation dye precursors for dyeing keratinous fibers.Type: GrantFiled: March 13, 1995Date of Patent: July 18, 2000Assignee: L'OrealInventors: Alex Junino, Jean Jacques Vandenbossche, Herve Richard, Jean Cotteret
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Patent number: 6090161Abstract: Oxidation colorants which contain at least one secondary intermediate and at least one derivative of 5,6-dihydroxyindoline corresponding to formula (I): ##STR1## in which--independently of one another--R.sup.1 is hydrogen, a C.sub.1-4 alkyl group or a C.sub.1-4 hydroxyalkyl group,R.sup.2 is hydrogen or a --COOH group which may even be present as a salt with a physiologically compatible cation,R.sup.3 is hydrogen or a C.sub.1-4 alkyl group,R.sup.4 is hydrogen, a C.sub.1-4 alkyl group or a group --CO--R.sup.6 where R.sup.6 is a C.sub.1-4 alkyl group andR.sup.5 is one of the groups mentioned for R.sup.4,or a physiologically compatible salt of these compounds with an organic or inorganic acid in an aqueous carrier and which are free from oxidation dye precursors of the primary intermediate type enable hair to be colored in particular in black tones with no tinges of red. In particular, completely or partly grey hair can be colored in tones which come very close to the color of the hair before greying.Type: GrantFiled: July 31, 1998Date of Patent: July 18, 2000Assignee: Henkel Kommanditgesellschaft Auf Aktien (KGaA)Inventors: Horst Hoeffkes, Dieter Schrader, Hiroshi Tanaka
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Patent number: 6074438Abstract: The invention provides compositions and methods for the oxidative coloring of human hair. The compositions of the invention contain as a primary intermediate at least one aminophenol of the formulas: ##STR1## or a cosmetically acceptable salt thereof, and at least one pyrazolone coupler of the formulas: ##STR2## or a cosmetically acceptable salt thereof. The compositions may also contain one or more other primary intermediates and conventional coupling compounds, in addition to an oxidizing agent and other components typically used in oxidative hair dye preparations.Type: GrantFiled: March 3, 1998Date of Patent: June 13, 2000Assignee: Bristol-Myers Squibb Co.Inventors: Mu-Ill Lim, Yuh-Guo Pan, Linas R. Stasaitis
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Patent number: 6063136Abstract: The present invention relates to a composition and a dyeing process for the dyeing of keratinous fibers, in particular of human hair, having,as coupler, at least one compound of formula: ##STR1## where Z.sub.a and Z.sub.b, which are different from one another, represent an oxygen or nitrogen atom,and at least one oxidation base.Type: GrantFiled: February 26, 1999Date of Patent: May 16, 2000Assignee: L'Oreal S.A.Inventors: Laurent Vidal, Gerard Malle
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Patent number: 6042620Abstract: 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: GrantFiled: February 25, 1999Date of Patent: March 28, 2000Assignee: Wella AGInventors: Hans-Juergen Braun, Laurent Chassot
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Patent number: 6036729Abstract: The present invention relates to methods of dyeing a material, comprising (a) soaking the material in an aqueous solution which comprises one or more mono-, di- or polycyclic aromatic or heteroaromatic compounds; and (b) treating the soaked material in an aqueous solution with (i) a hydrogen peroxide source and an enzyme exhibiting peroxidase activity or (ii) an enzyme exibiting oxidase activity on the one or more aromatic or heteroaromatic compounds; wherein the material is a fabric, yarn, fiber, garment or film made of fur, hide, leather, silk or wool.Type: GrantFiled: December 19, 1996Date of Patent: March 14, 2000Assignees: Novo Nordisk A/S, Novo Nordisk Biochem North America, Inc.Inventors: Martin Barfoed, Ole Kirk
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Patent number: 6027538Abstract: A composition for the oxidation dyeing of keratinous fibers containing at least one coupler selected from indazoleamine derivatives and acid addition salts thereof and at least one oxidation base. Another aspect of the invention is the use of indazoleamine derivatives as coupler for the oxidation dyeing of keratinous fibers, in combination with at least one oxidation base, and the dyeing processes employing them.Type: GrantFiled: August 24, 1998Date of Patent: February 22, 2000Assignee: L'Oreal S.A.Inventors: Jean Jacques Vandenbossche, Alain Lagrange
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Patent number: 6004356Abstract: 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: GrantFiled: December 30, 1997Date of Patent: December 21, 1999Assignee: L'OrealInventor: Marie-Pascale Audousset
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Patent number: 6002018Abstract: The invention relates to N-substituted 4-hydroxyindoline derivatives, to their process of synthesis, to their use as couplers for the oxidation of dyeing of keratinous fibers, in combination with at least one oxidation base, and to the dyeing processes in which they are used.Type: GrantFiled: January 28, 1998Date of Patent: December 14, 1999Assignee: L'OrealInventors: Eric Terranova, Aziz Fadli, Alain Lagrange
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Patent number: 5993491Abstract: Compositions and methods for the oxidative coloring of human hair, wherein the compositions contain as a novel primary dye intermediate a 1-(4-aminophenyl)-2-pyrrolidinemethanol, 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. A preferred dye intermediate in the composition is 1-(4-aminophenyl)-2-pyrrolidinemethanol or cosmetically acceptable salts thereof, which produce intense black colors when used in admixture with a suitable coupling agents, such as 3-aminophenol, in conventional hair dye base formulations.Type: GrantFiled: May 13, 1998Date of Patent: November 30, 1999Assignee: Bristol-Myers Squibb CompanyInventors: Mu-Ill Lim, Margaret Popp, Yuh-Guo Pan
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Patent number: 5980585Abstract: A composition for the oxidation dyeing of keratinous fibers comprising at least one imidazopyridine derivative as coupler and at least one oxidation base and the use of such an imidazopyridine derivative as a coupler, in combination with at least one oxidation base, for the oxidation dyeing of keratinous fibers and the dyeing processes employing them.Type: GrantFiled: December 16, 1998Date of Patent: November 9, 1999Assignee: L'OrealInventors: Eric Terranova, Aziz Fadli, Alain Lagrange
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Patent number: 5968206Abstract: A ready-to-use composition for the oxidation dyeing of keratinous fibers, especially of human keratinous fibers such as hair, which comprises, in an alkaline medium (pH>7), an appropriately selected para-phenylenediamine derivative in combination with 4-hydroxyindole and an oxidizing agent, and dyeing processes using this composition.Type: GrantFiled: June 30, 1998Date of Patent: October 19, 1999Assignee: L'OrealInventors: Marie-Pascale Audousset, Jean Cotteret
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Patent number: 5965114Abstract: The dye-containing mass contains or consists of a compound of formula I: ##STR1## wherein R represents a DL-, D- or L-aldopyranose or a DL-, D- or L-ketopyranose, and X and Y, independently of each other, each represent a hydrogen atom, a halogen atom, a hydroxy group or an alkoxy group with from 1 to 4 carbon atoms; and, if needed, a direct-dyeing dye compound. The ready-to-use hair dye composition according to the invention is obtained by mixing this dye-containing mass with a hydrolase enzyme, e.g. a .beta.-galactosidase. The method for dyeing hair includes applying this ready-to-use hair dye composition to the hair.Type: GrantFiled: November 7, 1997Date of Patent: October 12, 1999Assignee: Wella AGInventors: Hans-Jurgen Braun, Pascal Andre Semadeni