Heterocyclic Amine Dye Patents (Class 8/409)
  • Patent number: 5611817
    Abstract: 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: Grant
    Filed: October 30, 1995
    Date of Patent: March 18, 1997
    Inventors: Hinrich Moeller, Horst Hoeffkes
  • Patent number: 5609649
    Abstract: Tinctorial composition for keratinous fibers, in particular for human hair, characterized in that it contains, in a medium appropriate for dyeing these fibers, at least one para oxidation dye precursor or at least one ortho oxidation dye precursor in combination with at least one heterocyclic coupler, corresponding to the formula: ##STR1## in which R.sub.1 denotes a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical; R.sub.2 denotes a hydrogen atom, a C.sub.1 -C.sub.4 lower alkyl radical, a carboxyl radical or an alkoxycarbonyl radical; R.sub.3 denotes a hydrogen or halogen atom, a C.sub.1 -C.sub.4 lower alkyl radical, a carboxyl radical, an alkoxycarbonyl radical or a formyl radical; X denotes a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, a halogen atom, a C.sub.1 -C.sub.4 alkoxy radical, an acetylamino group or a dialkyl(C.sub.1 -C.sub.4)aminomethyl group; at least one of the groups X, R.sub.1, R.sub.2 and R.sub.3 differing from hydrogen; as well as their salts.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: March 11, 1997
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Richard, Jean Cotteret
  • Patent number: 5595573
    Abstract: A dye composition for the oxidation dyeing of keratin fibers, which composition contains, as oxidation dye, at least one selected para-phenylenediamine and/or at least one of the salts thereof, and at least 3-methyl-6-aminophenol and/or at least one of the acid-addition salts thereof. The invention also relates to a dyeing process using this composition in the presence of an oxidizing agent.
    Type: Grant
    Filed: November 2, 1995
    Date of Patent: January 21, 1997
    Assignee: L'Oreal
    Inventors: Marie-Pascale Audousset, Mireille Maubru
  • Patent number: 5580357
    Abstract: 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: Grant
    Filed: April 6, 1995
    Date of Patent: December 3, 1996
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie P. Audousset, Alain Lagrange, Jean J. Vandenbosche
  • Patent number: 5578087
    Abstract: Processes for the oxidative dyeing of keratinus fibers with compositions which comprise benzimidazole derivatives as couplers, at least one metaphenylenediaxnine and at least one para or ortho oxidation dye precursor, the benzimidazole derivative corresponding to the formula: ##STR1## in which: R.sub.1 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical;R.sub.2 represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl radical or a phenyl radical;R.sub.3 represents a hydroxyl, amino or methoxy radical;R.sub.4 represents a hydrogen atom or a hydroxyl or methoxy or C.sub.1 -C.sub.4 alkyl radical;with the proviso that:when R.sub.3 denotes NH.sub.2, it occupies position 4;when R.sub.3 is at position 4, R.sub.4 is at position 7;when R.sub.3 is at position 5, then R.sub.4 is at position 6.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: November 26, 1996
    Assignee: L'Oreal
    Inventors: Marie P. Audousset, Jean Cotteret
  • Patent number: 5540738
    Abstract: A single-stage process for dyeing keratinous fibers in intense colors comprising simultaneously applying to said keratinous fibers a composition comprising iodide ions, an oxidant and an effective concentration of an oxidation dye to produce said intense colors when the pH of said composition is alkaline.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: July 30, 1996
    Inventors: Alexander C. Chan, David L. Chang, Yuh-Guo Pan
  • Patent number: 5538517
    Abstract: 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: Grant
    Filed: March 8, 1995
    Date of Patent: July 23, 1996
    Assignee: L'Oreal
    Inventors: Henri Samain, Claude Dubief
  • Patent number: 5534267
    Abstract: 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: Grant
    Filed: June 7, 1994
    Date of Patent: July 9, 1996
    Assignee: Wella Aktiengesellschaft
    Inventors: Hans Neunhoeffer, Stefan Gerstung, Thomas Clausen, Wolfgang R. Balzer
  • Patent number: 5518505
    Abstract: 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: Grant
    Filed: August 15, 1994
    Date of Patent: May 21, 1996
    Assignee: L'Oreal
    Inventor: Jean Cotteret
  • Patent number: 5518506
    Abstract: 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: Grant
    Filed: June 2, 1995
    Date of Patent: May 21, 1996
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie P. Audousset
  • Patent number: 5514188
    Abstract: The invention relates to a dyeing composition for keratinous fibres and in particular for human keratinous fibres such as hair, comprising, in a suitable 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: Grant
    Filed: July 13, 1994
    Date of Patent: May 7, 1996
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie P. Audousset, Alain Lagrange, Jean J. Vandenbosche
  • Patent number: 5494489
    Abstract: 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: Grant
    Filed: March 13, 1995
    Date of Patent: February 27, 1996
    Assignee: Hans Schwarzkopf GmbH
    Inventors: Mustafa Akram, Wolfgang Wolff
  • Patent number: 5494490
    Abstract: 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: Grant
    Filed: November 19, 1993
    Date of Patent: February 27, 1996
    Assignee: L'Oreal
    Inventors: Marie P. Audousset, Jean Cotteret
  • Patent number: 5492541
    Abstract: 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: Grant
    Filed: January 5, 1990
    Date of Patent: February 20, 1996
    Assignee: Clairol Incorporated
    Inventors: Bryan P. Murphy, Keith C. Brown, Thomas M. Schultz, Alice A. Meyer
  • Patent number: 5480459
    Abstract: 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: Grant
    Filed: December 9, 1993
    Date of Patent: January 2, 1996
    Assignee: Wella Aktiengesellschaft
    Inventors: Herbert Mager, Gilbert Pasquier, Dieter Hoch, Johann Aeby
  • Patent number: 5443596
    Abstract: 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: Grant
    Filed: December 21, 1993
    Date of Patent: August 22, 1995
    Assignee: L'Oreal
    Inventors: Alex Junino, Nicole Bonaventure, Alain Lagrange
  • Patent number: 5421833
    Abstract: 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: Grant
    Filed: January 12, 1994
    Date of Patent: June 6, 1995
    Assignee: Goldwell AG
    Inventor: Heribert Lorenz
  • Patent number: 5413612
    Abstract: 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: Grant
    Filed: February 4, 1993
    Date of Patent: May 9, 1995
    Assignee: Clairol Incorporated
    Inventor: Gottfried Wenke
  • Patent number: 5391206
    Abstract: Method for dyeing keratinous fibres, in particular human keratinous fibres such as hair, characterized in that a composition containing, in a medium appropriate for dyeing:at least 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: Grant
    Filed: April 12, 1993
    Date of Patent: February 21, 1995
    Assignee: L'Oreal
    Inventor: Jean Cotteret
  • 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: 5378244
    Abstract: 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: Grant
    Filed: March 4, 1993
    Date of Patent: January 3, 1995
    Assignee: KAO Corporation
    Inventors: Tadashi Tamura, Akira Kiyomine, Osamu Morita, Michio Tanaka, Masahiko Ogawa, Hidetoshi Tagami, Toru Yoshihara
  • Patent number: 5374288
    Abstract: 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: Grant
    Filed: December 27, 1993
    Date of Patent: December 20, 1994
    Assignee: Clairol Incorporated
    Inventors: Guiseppe Prota, Gottfried Wenke
  • Patent number: 5368610
    Abstract: 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: Grant
    Filed: April 20, 1993
    Date of Patent: November 29, 1994
    Assignee: Clairol Incorporated
    Inventors: Alexander Chan, Gottfried Wenke, Ciuseppe Prota
  • Patent number: 5364414
    Abstract: 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: Grant
    Filed: July 22, 1992
    Date of Patent: November 15, 1994
    Assignee: L'Oreal
    Inventors: Gerard Lang, Alex Junino, Jean Cotteret, Jean J. Vandenbossche
  • Patent number: 5350424
    Abstract: 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: Grant
    Filed: October 13, 1992
    Date of Patent: September 27, 1994
    Assignee: Combe Incorporated
    Inventor: Albert Shansky
  • Patent number: 5340366
    Abstract: 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: Grant
    Filed: October 15, 1993
    Date of Patent: August 23, 1994
    Assignee: L'Oreal
    Inventors: Gerard Lang, Jean Cotteret
  • Patent number: 5279619
    Abstract: 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: Grant
    Filed: January 4, 1993
    Date of Patent: January 18, 1994
    Assignee: L'Oreal
    Inventors: Jean Cotteret, Marie P. Audousset
  • 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: 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: 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: 5275626
    Abstract: 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: Grant
    Filed: February 4, 1992
    Date of Patent: January 4, 1994
    Assignee: L'Oreal
    Inventor: Jean F. Grollier
  • 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: 5261926
    Abstract: 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: Grant
    Filed: March 4, 1992
    Date of Patent: November 16, 1993
    Assignee: L'Oreal
    Inventors: Gerard Lang, Jean Cotteret
  • Patent number: 5254135
    Abstract: 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: Grant
    Filed: July 21, 1992
    Date of Patent: October 19, 1993
    Assignee: L'Oreal
    Inventors: Gerard Lang, Alex Junino, Jean Cotteret
  • 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: 5246019
    Abstract: 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: Grant
    Filed: June 24, 1991
    Date of Patent: September 21, 1993
    Assignee: Wella Aktiengesellschaft
    Inventors: Robin E. Godfrey, Thomas Clausen, Wolfgang R. Balzer
  • Patent number: 5230710
    Abstract: 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: Grant
    Filed: September 30, 1992
    Date of Patent: July 27, 1993
    Assignee: Hans Schwarzkopf GmbH
    Inventors: Mustafa Akram, Winfried Seidel, Wolfgang Schlenther
  • Patent number: 5199954
    Abstract: 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: Grant
    Filed: February 25, 1992
    Date of Patent: April 6, 1993
    Assignee: Shiseido Co., Ltd.
    Inventors: Thomas M. Schultz, Catherine Grillo, Sanae Kubo
  • Patent number: 5190564
    Abstract: 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: Grant
    Filed: January 30, 1992
    Date of Patent: March 2, 1993
    Assignee: L'Oreal
    Inventors: Gerard Lang, Jean Cotteret
  • Patent number: 5188639
    Abstract: 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: Grant
    Filed: March 6, 1992
    Date of Patent: February 23, 1993
    Assignee: Shiseido Co., Ltd.
    Inventors: Thomas M. Schultz, Jitendra Patel, Stephanie Wong
  • Patent number: 5178637
    Abstract: 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: Grant
    Filed: May 31, 1991
    Date of Patent: January 12, 1993
    Assignee: L'Oreal
    Inventors: Alain Lagrange, Bernadette Luppi, Alex Junino
  • 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: 5167669
    Abstract: 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: Grant
    Filed: December 6, 1991
    Date of Patent: December 1, 1992
    Assignee: L'Oreal
    Inventor: Jean F. Grollier
  • Patent number: 5145482
    Abstract: 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: Grant
    Filed: April 20, 1990
    Date of Patent: September 8, 1992
    Assignee: Wella Aktiengesellschaft
    Inventors: Thomas Clausen, Eugen Konrad
  • Patent number: 5131912
    Abstract: 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: Grant
    Filed: November 21, 1990
    Date of Patent: July 21, 1992
    Assignee: Sunstar Kabushiki Kaisha
    Inventors: Masashi Ehara, Akio Fukumashi
  • Patent number: 5118323
    Abstract: 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: Grant
    Filed: August 29, 1991
    Date of Patent: June 2, 1992
    Assignee: Clairol, Inc.
    Inventors: Mu-Ill Lim, Nancy A. Botta
  • 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: 5096455
    Abstract: 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: Grant
    Filed: July 20, 1990
    Date of Patent: March 17, 1992
    Assignee: L'Oreal
    Inventor: Jean F. Grollier
  • Patent number: 5094662
    Abstract: 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: Grant
    Filed: November 13, 1990
    Date of Patent: March 10, 1992
    Assignee: Shiseido Co. Ltd.
    Inventors: Thomas M. Schultz, Jitendra Patel, Stephanie Wong