Heterocyclic Amine Dye Patents (Class 8/409)
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Patent number: 5611817Abstract: A process for coloring keratin-containing fibers by contacting the fibers with a composition containing an isatin derivative corresponding to formula I: ##STR1## wherein R.sup.1 is hydrogen, a C.sub.1-4 alkyl group, a C.sub.2-4 hydroxyalkyl group, a C.sub.2-20 acyl group, a benzyl or phenyl group, R.sup.2 is hydrogen, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a hydroxy, halogen or nitro group, X is a sulfo group --SO.sub.3 H or a carboxyl group --COOH and n is an integer from 0 to 3, including water-soluble salts thereof.Type: GrantFiled: October 30, 1995Date of Patent: March 18, 1997Inventors: Hinrich Moeller, Horst Hoeffkes
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Patent number: 5609649Abstract: 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: GrantFiled: June 20, 1994Date of Patent: March 11, 1997Assignee: L'OrealInventors: Alex Junino, Jean J. Vandenbossche, Herve Richard, Jean Cotteret
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Patent number: 5595573Abstract: 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: GrantFiled: November 2, 1995Date of Patent: January 21, 1997Assignee: L'OrealInventors: Marie-Pascale Audousset, Mireille Maubru
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Patent number: 5580357Abstract: A dyeing composition for keratinous fibers and in particular for human keratinous fibers such as hair, comprising, in a suitable dyeing medium, 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## where R denotes hydrogen, methyl, ethyl, .beta.-hydroxyethyl or .gamma.-hydroxypropyl, and their addition salts with an acid; and at least one ortho-aminophenol chosen from ortho-aminophenol and 3-acetylamino-6-aminophenol or one of their addition salts with an acid. A dyeing process incorporates development by an oxidizing agent.Type: GrantFiled: April 6, 1995Date of Patent: December 3, 1996Assignee: L'OrealInventors: Jean Cotteret, Marie P. Audousset, Alain Lagrange, Jean J. Vandenbosche
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Patent number: 5578087Abstract: 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: GrantFiled: June 5, 1995Date of Patent: November 26, 1996Assignee: L'OrealInventors: Marie P. Audousset, Jean Cotteret
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Patent number: 5540738Abstract: 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: GrantFiled: March 13, 1995Date of Patent: July 30, 1996Inventors: Alexander C. Chan, David L. Chang, Yuh-Guo Pan
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Patent number: 5538517Abstract: A method for dyeing keratin fibers by applying thereto: a component (1) consisting of an aqueous dyeing medium containing a compound of formula ##STR1## wherein R.sub.1 is hydrogen or alkyl; R.sub.2 is hydrogen, alkyl or COOH; R.sub.3 is hydrogen or alkyl; X is hydrogen, OH, NH.sub.2, alkyl or alkoxy; and Y is OH or NH.sub.2 ; a component (2) consisting of an aqueous dyeing medium containing a peroxidase enzyme; and a component (3) containing hydrogen peroxide or an enzymatic hydrogen peroxide source; said component (1) being applied first and separately from component (3).Type: GrantFiled: March 8, 1995Date of Patent: July 23, 1996Assignee: L'OrealInventors: Henri Samain, Claude Dubief
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Patent number: 5534267Abstract: The composition for oxidative dyeing of hair based on a combination of developer substances and coupler substances, contains as a developer substance 4,5-diamino-1-(4'-methoxybenzyl)pyrazole, 4,5-diamino-1-(4'-methylbenzyl)pyrazole, 4,5-diamino-1-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1-(3'-methoxybenzyl)pyrazole, 4-amino-1-(4'-methoxy-benzyl) -5-methylaminopyrazole or 4-amino-5-(2'-hydroxyethyl)amino-1-(4'-methoxybenzyl)pyrazole.Type: GrantFiled: June 7, 1994Date of Patent: July 9, 1996Assignee: Wella AktiengesellschaftInventors: Hans Neunhoeffer, Stefan Gerstung, Thomas Clausen, Wolfgang R. Balzer
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Patent number: 5518505Abstract: Compositions for the oxidative dyeing of keratinous fibers comprising an indole derivative corresponding to the formula (I): ##STR1## in which: R.sub.1 denotes a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, R.sub.2 and R.sub.3 denote a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group or a carboxyl or C.sub.1 -C.sub.4 alkoxycarbonyl group, R.sub.4 and R.sub.5, which are identical or different, denote a C.sub.1 -C.sub.4 alkyl group, a C.sub.2 -C.sub.20 acyl group, an aryl group, or else R.sub.4 and R.sub.5, together with the oxygen atoms and the two carbon atoms to which they are attached, form a ring optionally containing a carbonyl group or a methylene group unsubstituted or substituted by one or two alkyl or alkoxy or alkylamino groups, it being possible for R.sub.4 and R.sub.Type: GrantFiled: August 15, 1994Date of Patent: May 21, 1996Assignee: L'OrealInventor: Jean Cotteret
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Patent number: 5518506Abstract: A process for dyeing keratinous fibres, wherein a mixture of at least one para-aminophenol of formula: ##STR1## in which, Y is oxygen or sulphur,R is alkyl, monohydroxyalkyl, polyhydroxyalkyl, or their acid addition salts, and 6-hydroxyindole, 7- hydroxyindole or mixtures thereof, is applied to the fibers, the colour being delayed at alkaline pH with an oxidising agent.Type: GrantFiled: June 2, 1995Date of Patent: May 21, 1996Assignee: L'OrealInventors: Jean Cotteret, Marie P. Audousset
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Patent number: 5514188Abstract: The invention relates to a dyeing composition for keratinous fibres and in particular for human keratinous fibres 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, as coupling agent, at least 2-methyl-5-aminophenol, or one of its 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: GrantFiled: July 13, 1994Date of Patent: May 7, 1996Assignee: L'OrealInventors: Jean Cotteret, Marie P. Audousset, Alain Lagrange, Jean J. Vandenbosche
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Patent number: 5494489Abstract: Improved wet combability of hair is achieved by aqueous colorants for keratin fibers, such as pelts and human hair, based on oxidation dye precursors, which are mixed with a peroxide-containing composition, immediately before use, containing at least one developer substance and at least one coupler substance, and also tris(3-N,N-dimethyl-N-linolenamidopropyl-2-hydroxyammoniumpropyl)phosphori c acid ester-trichloride as a hair care composition. The colored keratin fibers do not show the customary known damage.Type: GrantFiled: March 13, 1995Date of Patent: February 27, 1996Assignee: Hans Schwarzkopf GmbHInventors: Mustafa Akram, Wolfgang Wolff
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Patent number: 5494490Abstract: Processes for the dyeing of keratinous fibers with compositions which contain 4-hydroxy- or 4-aminobenzimidazole or their derivatives corresponding to the formula (I): ##STR1## in which: R.sub.1 and R.sub.2 represent hydrogen or alkyl, one at least of the substituents being equal to hydrogen,R.sub.3 denotes OH or NH.sub.2,as coupler for dyeing keratinous fibers, in particular hair, in the presence of a p-phenylenediamine, the ratio between the p-phenylenediamine and the coupler of formula (I) being greater than or equal to 1.2.Type: GrantFiled: November 19, 1993Date of Patent: February 27, 1996Assignee: L'OrealInventors: Marie P. Audousset, Jean Cotteret
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Patent number: 5492541Abstract: A process for preparing dye compositions which comprises hydrolyzing an O-protected 5,6-dihydroxyindole with an alkaline material under substantially anaerobic condition and the products made by such process.Type: GrantFiled: January 5, 1990Date of Patent: February 20, 1996Assignee: Clairol IncorporatedInventors: Bryan P. Murphy, Keith C. Brown, Thomas M. Schultz, Alice A. Meyer
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Patent number: 5480459Abstract: The oxidative hair dye composition is in the form of a cream and contains a carrier substance and a dye mixture dissolved in it. The dye mixture includes at least one coupler and at least one developer. The composition has a pH between 4.5 to 12.5 and, in addition to the dye mixture, contains (A) 10 to 30 percent by weight of at least one fatty alcohol with 10 to 24 carbon atoms; (B) 0.2 to 6.0 percent by weight of at least one diester of formula (I)R.sub.1 --CO--O--(CH.sub.2 --CH.sub.2 --O).sub.n --CO--R.sub.2(I),where n is 1, 2 or 3, and R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl groups with 12 to 20 carbon atoms; (C) 0.5 to 20 percent by weight glycerin fatty acid ester with 10 to 24 carbon atoms, and (D) 0.1 to 10 percent by weight of at least one emulsifier member selected from the group consisting of nonionic emulsifiers, anionic emulsifiers and ampholytic emulsifiers. The total content of fatty alcohol, of diester and of glycerin fatty acid ester is from 25.Type: GrantFiled: December 9, 1993Date of Patent: January 2, 1996Assignee: Wella AktiengesellschaftInventors: Herbert Mager, Gilbert Pasquier, Dieter Hoch, Johann Aeby
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Patent number: 5443596Abstract: A composition for dyeing keratinous fibers includes, in a suitable dyeing medium, at least one oxidation dye precursor and at least one coupler of formula (I) ##STR1## wherein R is hydrogen, C.sub.1 -C.sub.4 lower alkyl, C.sub.1 -C.sub.6 monohydroxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl, or alkylcarbonyl where the alkyl groups have one to four carbon atoms, or the acid addition salts thereof. Also disclosed is a method of dyeing hair using the disclosed composition, certain novel meta-aminophenols and the use of the latter as couplers.Type: GrantFiled: December 21, 1993Date of Patent: August 22, 1995Assignee: L'OrealInventors: Alex Junino, Nicole Bonaventure, Alain Lagrange
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Patent number: 5421833Abstract: Hair dye compositions without sensitizing potential but with improved dyeing properties for all shades comprise only 2-(2'-hydroxyethylamino)5-aminotoluene or the salts thereof as developing agent, or preferably in combination with the usual coupling agents, excluding 1-methoxy-2,4-diaminobenzene and 1-ethoxy-2,4-diaminobenzene.Type: GrantFiled: January 12, 1994Date of Patent: June 6, 1995Assignee: Goldwell AGInventor: Heribert Lorenz
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Patent number: 5413612Abstract: Aqueous dye compositions containing sodium chlorite together with 5,6-dihydroxyindoline or 5,6-dihydroxyindole, its analogs, homologs or derivatives, methods of using the compositions to color hair and packages containing such compositions.Type: GrantFiled: February 4, 1993Date of Patent: May 9, 1995Assignee: Clairol IncorporatedInventor: Gottfried Wenke
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Patent number: 5391206Abstract: 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 the coupler 4-hydroxyindole, as well as the salts of this compound;at least one oxidation dye precursor; andat least one oxidising agent; is applied to said fibres, the pH of the composition applied to the fibres being less than 7.Type: GrantFiled: April 12, 1993Date of Patent: February 21, 1995Assignee: L'OrealInventor: Jean Cotteret
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Patent number: 5380340Abstract: 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: GrantFiled: March 4, 1993Date of Patent: January 10, 1995Assignee: Wella AktiengesellschaftInventors: Hans Neunhoeffer, Stefan Gerstung, Thomas Clausen, Wolfgang R. Balzer
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Patent number: 5378244Abstract: A dye composition for keratinous fibers which contains a coupler and a developer are disclosed. The present coupler component is a novel 2-alkoxy-3,5-diaminopyridine derivatives of the formula (1): ##STR1## wherein R1 and R2 are the same or different from each other and independently represent a hydrogen atom, a lower alkanoyl group or a lower alkyl group which may be substituted by at least one hydroxyl group, and R3 is a lower alkyl group which may be substituted by at least one hydroxyl group, or a salt thereof; provided that R1 and R2 are not both a hydrogen atom or an acetyl group at the same time. The present 2-alkoxy-3,5-diaminopyridine derivatives are useful as couplers in dye compositions, and are capable of dyeing keratinous fibers such as hair in a bright blue color with excellent dyeability. Dye compositions containing the present compounds as a coupler show excellent resistance to discoloration, excellent resistance to shampooing and excellent resistance to friction.Type: GrantFiled: March 4, 1993Date of Patent: January 3, 1995Assignee: KAO CorporationInventors: Tadashi Tamura, Akira Kiyomine, Osamu Morita, Michio Tanaka, Masahiko Ogawa, Hidetoshi Tagami, Toru Yoshihara
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Patent number: 5374288Abstract: A process of dyeing hair by preparing and applying to the hair an aqueous reaction medium comprising dihydroxybenzothiazine and a periodsate, iodate, ferricyanide or persulfate oxidizing agent, the composition optionally containing a color modifier selected from the group consisting of direct dyes, primary intermediates, couplers, cysteine, dopa species and mixtures thereof, additionally containing a buffer to maintain the pH in the range from 2 to 11 during the oxidation reaction; and removing the aqueous reaction medium from the hair after the desired color is attained and compositions and kits for practicing such processes. The reaction medium may be formed by simultaneous addition of the benzothiazine and the oxidant to the hair or by addition of the benzothiazine followed addition of the oxidant.Type: GrantFiled: December 27, 1993Date of Patent: December 20, 1994Assignee: Clairol IncorporatedInventors: Guiseppe Prota, Gottfried Wenke
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Patent number: 5368610Abstract: The invention provides methods, compositions and kits for oxidative hair dyeing utilizing an oxidative hair dye precursor, and an alkali metal chlorite together with a water soluble copper, iron, manganese or cobalt salt, a chelate of said salts or a mixture of said salts and chelates.Type: GrantFiled: April 20, 1993Date of Patent: November 29, 1994Assignee: Clairol IncorporatedInventors: Alexander Chan, Gottfried Wenke, Ciuseppe Prota
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Patent number: 5364414Abstract: Oxidation tinctorial composition intended to be used for dyeing keratinous fibres, in particular human keratinous fibres and especially hair, characterized in that it contains, in a solvent medium appropriate for dyeing these fibres, at least one para oxidation dye precursor or at least one ortho oxidation dye precursor and at least one heterocyclic coupler corresponding to the formula (I): ##STR1## in which: R.sub.1 and R.sub.3, which may be identical or different, denote a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group;R.sub.2 denotes a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a carboxyl group or an alkoxycarbonyl group; at least one of the radicals R.sub.2 or R.sub.3 denotes hydrogen;R.sub.4 denotes a hydrogen atom or a C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 hydroxyalkyl or C.sub.2 -C.sub.4 polyhydroxyalkyl group;the group NHR.sub.4 occupying the positions 4, 6 or 7 of the benzene ring, as well as their salts.Type: GrantFiled: July 22, 1992Date of Patent: November 15, 1994Assignee: L'OrealInventors: Gerard Lang, Alex Junino, Jean Cotteret, Jean J. Vandenbossche
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Patent number: 5350424Abstract: A dyestuff composition for gradually dyeing hair by atmospheric oxidation wherein the dyestuff composition contains a dye component which becomes entrapped in hair fibers when the dyestuff composition is removed from the hair and which results in the gradual development of color in the hair due to atmospheric oxidation of the entrapped dye component. Also provided is a process of employing the dyestuff composition of this invention to gradually dye hair, the dyestuff composition being removed from the hair approximately 5 minutes after its application.Type: GrantFiled: October 13, 1992Date of Patent: September 27, 1994Assignee: Combe IncorporatedInventor: Albert Shansky
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Patent number: 5340366Abstract: A process for dyeing keratinous fibers involves applying to the fibers, at least one compound of formula ##STR1## wherein R.sub.1 represents hydrogen, alkyl, acetyl, benzoyl, phenyl or carboxylalkyl and R.sub.2 and R.sub.3 represent hydrogen, alkyl, hydroxyl, halogen, nitro, alkyl phenyl, phenyl or alkoxy, and an aminopyrimidine of the formula ##STR2## wherein R.sub.5 represents hydrogen, hydroxyl or ##STR3## represents hydroxyl or ##STR4## R.sub.7 represents H or NH.sub.2, R.sub.8 represents ##STR5## and R.sub.9 and R.sub.10 represent hydrogen, alkyl, (CH.sub.2).sub.p -Z wherein p is 1 to 4 and Z represents OH, halogen, NH.sub.2, NHR' or NHR'R" wherein R' and R" represent alkyl or together form a heterocycle, with the proviso that one of R.sub.5 to R.sub.8 represents NH.sub.2.Type: GrantFiled: October 15, 1993Date of Patent: August 23, 1994Assignee: L'OrealInventors: Gerard Lang, Jean Cotteret
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Patent number: 5279619Abstract: Process for dyeing keratinous fibres, especially human keratinous fibres such as the hair, characterised in that a composition containing, in a medium suitable for dyeing, at least 2,4-diamino-1,3-dimethoxybenzene as a coupler;an oxidation dye precursor; andan oxidising agent; is applied to these fibres,the pH of the composition applied to the fibres being less than 7.Type: GrantFiled: January 4, 1993Date of Patent: January 18, 1994Assignee: L'OrealInventors: Jean Cotteret, Marie P. Audousset
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Patent number: 5279618Abstract: 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: GrantFiled: July 31, 1992Date of Patent: January 18, 1994Assignee: Clairol IncorporatedInventors: Giuseppe Prota, Leszek Wolfram, Gottfried Wenke
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Patent number: 5279620Abstract: 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: GrantFiled: April 20, 1992Date of Patent: January 18, 1994Assignee: L'OrealInventors: Alex Junino, Gerard Lang
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Patent number: 5279617Abstract: 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: GrantFiled: July 13, 1992Date of Patent: January 18, 1994Assignee: Clairol IncorporatedInventors: Giuseppe Prota, Leszek Wolfram, Gottfried Wenke
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Patent number: 5275626Abstract: The present invention relates to a method for dyeing keratinous fibers, characterized in that the following are applied to the fibers:a) a composition (A) containing, in a medium appropriate for dyeing, at least one monohydroxyindole or dihydroxyindole, this application being preceded or followed by the application ofb) a composition (B) containing, in a medium appropriate for dyeing, at least one aromatic carbonyl derivative chosen from hydroxyacetophenones, hydroxybenzophenones, 2-hydroxy-1,4-benzoquinones, hydroxy-1,4-naphthoquinones,amino-1,4-naphthoquinones,hydroxy-9,10-anthraq uinones and amino-9,10-anthraquinones.It also relates to the dyeing agents for carrying it out.Type: GrantFiled: February 4, 1992Date of Patent: January 4, 1994Assignee: L'OrealInventor: Jean F. Grollier
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Patent number: 5273550Abstract: 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 preparationType: GrantFiled: September 26, 1991Date of Patent: December 28, 1993Assignee: Clairol IncorporatedInventors: Giuseppe Prota, Leszek J. Wolfram, Gottfried Wenke
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Patent number: 5261926Abstract: The invention relates to a process for dyeing keratinous fibres, comprising the simultaneous or sequential application of a component (A) containing at least one compound of formula (I): ##STR1## in which: R.sub.1 denotes hydrogen, alkyl, acetyl, benzoyl, phenyl or C.sub.1 -C.sub.4 carboxyalkyl,R.sub.2 and R.sub.3 denote hydrogen, alkyl, alkoxy, hydroxyalkyl, amino, halogen, nitro, alkylphenyl, phenyl, alkylamino or hydroxyalkylamino,and a component (B) containing at least(i) a compound of formula (II): ##STR2## in which: Y denotes OH or NR.sub.8 R.sub.9,R.sub.8 and R.sub.9, which are identical or different, denote hydrogen, aminoethyl, hydroxyethyl or C.sub.1 -C.sub.4 alkyl,R.sub.4 to R.sub.7 independently of each other denote a hydrogen atom, a C.sub.1 -C.sub.4 alkyl, a chlorine, a C.sub.1 -C.sub.4 alkoxy, an acetylamino, an aryloxy, not more than two of the groups R.sub.4 to R.sub.Type: GrantFiled: March 4, 1992Date of Patent: November 16, 1993Assignee: L'OrealInventors: Gerard Lang, Jean Cotteret
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Patent number: 5254135Abstract: Method for dyeing keratinous fibres, in particular human keratinous fibres, such as hair, characterized in that a composition (A) containing, in a medium appropriate for dyeing, at least one aminoindole corresponding to the formula: ##STR1## in which: R.sub.1 and R.sub.3, independently of one another, represent a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group;R.sub.2 denotes hydrogen or a C.sub.1 -C.sub.4 alkyl group or COOR', R' being a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group;R.sub.4 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 hydroxyalkyl or C.sub.2 -C.sub.4 polyhydroxyalkyl group;Z.sub.1 represents a hydrogen or halogen atom or a C.sub.1 -C.sub.4 alkyl group or OR;R being a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group; andZ.sub.2 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group;and its saltsis applied to said fibres, the colour being developed with the aid of an oxidizing system.Type: GrantFiled: July 21, 1992Date of Patent: October 19, 1993Assignee: L'OrealInventors: Gerard Lang, Alex Junino, Jean Cotteret
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Patent number: 5246466Abstract: 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: GrantFiled: October 9, 1992Date of Patent: September 21, 1993Assignee: Henkel Kommanditgelsellschaft auf AktienInventors: David Rose, Edgar Lieske, Horst Hoeffkes
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Patent number: 5246019Abstract: The process for bleaching hair using light includes first, applying a sufficient quantity of a composition containing at least one optical photosensitizer and a compound capable of providing a hydrogen radical to strands of the hair to be bleached and allowing the composition to act for up to 60 minutes on those strands; then, irradiating them with light of a wavelength or wavelengths selected from visible and ultraviolet wavelength ranges capable of activating the at least one optical photosensitizer and having an intensity sufficient for bleaching them, and subsequently rinsing and drying the bleached hair. This process does not require excess hydrogen peroxide and is thus particularly gentle to the hair.Type: GrantFiled: June 24, 1991Date of Patent: September 21, 1993Assignee: Wella AktiengesellschaftInventors: Robin E. Godfrey, Thomas Clausen, Wolfgang R. Balzer
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Patent number: 5230710Abstract: New substituted 2,6-diaminotoluenes of the general formula I ##STR1## wherein R is a hydrogen atom and R.sup.1 is a radical of the formula Ia--CH.sub.2 --CH(A)--B (Ia)or R and R.sup.1 are independent from each other and are represented by the formula Ia and if A in formula Ia represents a hydrogen atom, B is a hydroxyl group or HO--CH.sub.2 -- group; if A denotes a methyl group, B is a hydroxyl group; with the proviso that formula I is not N-(2-hydroxyethyl)-2,6-toluylenediamine; processes for their preparation and coloring compositions for keratin fibers which contain them. The dyeings produced with the coloring compositions are stable, bright and intense in color. They have improved properties with respect to attack by perspiration, acid rain, detergents, sunlight, UV radiation, seawater and the like.Type: GrantFiled: September 30, 1992Date of Patent: July 27, 1993Assignee: Hans Schwarzkopf GmbHInventors: Mustafa Akram, Winfried Seidel, Wolfgang Schlenther
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Patent number: 5199954Abstract: An easily employed, effective and predictable hair dye composition is obtained by combining aryl amines with aryl aldehydes along with an inorganic metal salt having a valence between +1 and +3. By employing this formulation, a permanent, long-lasting, non-fading hair coloring is achieved. In the preferred embodiment, the inorganic metal salt is selected from the group consisting of aluminum chloride, ferric chloride, lithium bromide, manganese chloride, copper chloride, and manganese nitrate. In carrying out the teaching of the present invention, the aryl amine and aryl aldehyde may be applied to the hair separately or in combination, along with the inorganic metal salt. In addition, this inorganic metal salt can be applied after the application and removal of the aryl amine and aryl aldehyde.Type: GrantFiled: February 25, 1992Date of Patent: April 6, 1993Assignee: Shiseido Co., Ltd.Inventors: Thomas M. Schultz, Catherine Grillo, Sanae Kubo
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Patent number: 5190564Abstract: The invention relates to a process for dyeing keratinous fibres, comprising the simultaneous or sequential application of a composition (A) containing a compound of formula (I): ##STR1## in which: R.sub.1 denotes hydrogen, alkyl, acetyl, benzoyl, phenyl or C.sub.1 -C.sub.4 carboxyalyl (sic);R.sub.2 and R.sub.3 denote hydrogen, alkyl, alkoxy, hydroxyalkyl, amino, halogen, nitro, alkylphenyl, phenyl, alkylamino, hydroxyalkylamino;and a composition (B) containing at least one compound of formula (II): ##STR2## in which: R.sub.4 and R.sub.6 denote hydrogen, alkyl;R.sub.5 denotes hydrogen, alkyl, COOR' where R' is hydrogen or alkyl;Z.sub.1 represents hydrogen, halogen, alkyl, alkoxy or hydroxyl;Z.sub.2 represents hydrogen or alkyl or a compound of formula (III): ##STR3## in which: R.sub.7 and R.sub.8 denote hydrogen or alkyl;X.sub.1 and X.sub.2 represent hydrogen or an NH.sub.2 radical;R.sub.9 denotes hydrogen, alkyl, alkoxy;as well as the compositions used.Type: GrantFiled: January 30, 1992Date of Patent: March 2, 1993Assignee: L'OrealInventors: Gerard Lang, Jean Cotteret
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Patent number: 5188639Abstract: By combining a fluoroscein-based dye with a mercaptan based permanent waving composition and maintaining the pH of the resulting composition between about 2.5 and 4.5, a composition is achieved which simultaneously colors and permanently waves the hair. In addition, even if no coloring or dying of the hair is desired, the use of a colorless or complimentary fluoroscein-based dye with the mercaptan based permanent waving composition achieves a composition which imparts a substantially improved curl configuration to the hair as well as substantially longer lasting curls. Preferably, the mercaptan based permanent waving composition employed comprises an ester of either thioglycolic acid, thiolactic acid, or the amide of 2-aminoethanethiol.Type: GrantFiled: March 6, 1992Date of Patent: February 23, 1993Assignee: Shiseido Co., Ltd.Inventors: Thomas M. Schultz, Jitendra Patel, Stephanie Wong
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Patent number: 5178637Abstract: The invention relates to the use of a 5,6-dihydroxyindoline corresponding to the formula (I): ##STR1## in which R represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, as well as the acid addition salts of these compounds for dyeing keratinous materials, in particular human keratinous materials,and to the tinctorial compositions and methods employed.Type: GrantFiled: May 31, 1991Date of Patent: January 12, 1993Assignee: L'OrealInventors: Alain Lagrange, Bernadette Luppi, Alex Junino
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Patent number: 5176716Abstract: 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: GrantFiled: May 21, 1991Date of Patent: January 5, 1993Assignee: Goldwell AGInventors: Heribert Lorenz, Frank Kufner, Jurgen Tennigkeit
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Patent number: 5171889Abstract: 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: GrantFiled: August 12, 1991Date of Patent: December 15, 1992Assignee: Clairol IncorporatedInventor: James S. Anderson
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Patent number: 5167669Abstract: Dyeing composition for keratinous fibers, especially for human keratinous fibers, characterized in that it contains, in an aqueous medium suitable for dyeing:a) an indole dye; andb) a para-phenylenediamine monosubstituted on one of the amino groups, corresponding to the formula: ##STR1## in which: R.sub.12 denotes a hydrogen atom or a lower alkyl group;R.sub.13 denotes a hydrogen atom, a lower alkyl group, a lower alkoxy group or a halogen atom; andR.sub.14 denotes a hydrogen atom, a lower alkyl group, a lower alkoxy group or a halogen atom; R.sub.14 occupying any one of the remaining positions of the benzene ring; as well as the addition salts with an acid, this composition not containing an oxidizing agent other than air.Type: GrantFiled: December 6, 1991Date of Patent: December 1, 1992Assignee: L'OrealInventor: Jean F. Grollier
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Patent number: 5145482Abstract: A composition for dyeing hair containing 2,5-diamino-6-nitropyridine, a solvent which is preferably water, a surfactant and at least one cosmetic additive selected from the group consisting of thickeners; care agents; perfume oils; complexing agents; oxidation hair dyes; and direct hair dyes; preservatives; a pH-adjusting member selected from the group consisting of ammonia, monoethanol amine and triethanol amine; and a polymer selected from the group consisting of chitosan derivatives, polyvinyl alcohol, polyacrylic acid, polymethacrylic acid, polyacrylonitrile, polyvinyl lactam and copolymers thereof.Type: GrantFiled: April 20, 1990Date of Patent: September 8, 1992Assignee: Wella AktiengesellschaftInventors: Thomas Clausen, Eugen Konrad
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Patent number: 5131912Abstract: Novel durable 2-part hair dyeing agents composed of a first agent comprising as essential components at least one compound that forms HCO.sub.3 --by dissociation in water, an alkali generating substantially no irritating odor and a dye for hair and having a pH of 8.2 to 9.0. and a second agent comprising as essential components hydrogen peroxide and a buffer solution and having a pH of 2.0 to 4.0, the weight ratio of the first agent and the second agent to be mixed being such that the pH of the mixture of the two is in a range of from 6.5 to 7.9. These 2-part hair dyeing agents require only a short dyeing time, create little damage to hair and no irritating or disagreeable odor and have high dyeing effect.Type: GrantFiled: November 21, 1990Date of Patent: July 21, 1992Assignee: Sunstar Kabushiki KaishaInventors: Masashi Ehara, Akio Fukumashi
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Patent number: 5118323Abstract: Novel benzoxazine compounds of the structure ##STR1## wherein X and Y are independently selected from the group hydrogen, alkyl, alkoxyalkyl, aminoalkyl, hydroxyalkyl and hydroxyaminoalkyl, each alkyl moiety having 1 to 6 carbons, and m=1, 2, or 3, have been found suitable as hair dyes.Type: GrantFiled: August 29, 1991Date of Patent: June 2, 1992Assignee: Clairol, Inc.Inventors: Mu-Ill Lim, Nancy A. Botta
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Patent number: 5104412Abstract: 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: GrantFiled: February 20, 1991Date of Patent: April 14, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Horst Hoeffkes, Edgar Lieske
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Patent number: 5096455Abstract: Dyeing composition for keratinous fibres, especially for human keratinous fibres, characterized in that it contains, in an aqueous medium suitable for dyeing the following composition:a) an indole dye; andb) a para-phenylenediamine monosubstituted on one of the amino groups, corresponding to the formula: ##STR1## in which: R.sub.12 denotes a hydrogen atom or a lower alkyl group;R.sub.13 denotes a hydrogen atom, a lower alkyl group, a lower alkoxy group or a halogen atom; andR.sub.14 denotes a hydrogen atom, a lower alkyl group, a lower alkoxy group or a halogen atom; R.sub.14 occupying any one of the remaining positions of the benzene ring; as well as the addition salts with an acid, this composition not containing an oxidizing agent other than air.Type: GrantFiled: July 20, 1990Date of Patent: March 17, 1992Assignee: L'OrealInventor: Jean F. Grollier
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Patent number: 5094662Abstract: By combining a fluoroscein-based dye with a mercaptan based permanent waving composition and maintaining the pH of the resulting composition between about 2.5 and 4.5, a composition is achieved which simultaneously colors and permanently waves the hair. In addition, even if no coloring or dyeing of the hair is desired, the use of a colorless or complimentary fluoroscein-based dye with the mercaptan based permanent waving composition achieves a composition which imparts a substantially improved curl configuration to the hair as well as substantially longer lasting curls. Preferably, the mercaptan based permanent waving composition employed comprises an ester of either thioglycolic acid, thiolactic acid, or the amide of 2-aminoethanethiol.Type: GrantFiled: November 13, 1990Date of Patent: March 10, 1992Assignee: Shiseido Co. Ltd.Inventors: Thomas M. Schultz, Jitendra Patel, Stephanie Wong