Azo Dye Patents (Class 8/437)
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Patent number: 6884266Abstract: The invention concerns a novel dyeing composition for dyeing keratinous fibers, in particular human hair, comprising a cationic azo dye of formula (I): W1—N?N—W2—NW3W4, and the dyeing method using said composition and the novel compounds of formula (I).Type: GrantFiled: April 2, 2002Date of Patent: April 26, 2005Assignee: L'OrealInventors: Laurent Vidal, Madeleine Leduc
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Patent number: 6881230Abstract: The invention concerns a novel dyeing composition for dyeing keratinous fibers, in particular human hair, comprising a cationic azo-dye of formula (I): W1-N?N-W2-W3, as well as the dyeing method using said composition and the novel compounds of formula (I).Type: GrantFiled: April 2, 2002Date of Patent: April 19, 2005Assignee: L'Oreal S.A.Inventor: Laurent Vidal
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Patent number: 6824570Abstract: A dye composition for dyeing human keratin fibers, such as hair, comprising at least one monocationic monoazo dye of formula (I) W1—W2—N═N—W3, a dyeing process using the composition and certain novel compounds of formula (I).Type: GrantFiled: September 26, 2002Date of Patent: November 30, 2004Assignee: L'Oreal S.A.Inventors: Laurent Vidal, Aziz Fadli
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Patent number: 6797012Abstract: A shaped body is provided for preparing coloring compositions and for coloring keratin fibers. The shaped body contains at least one synthetic substantive dye. The shaped body is placed in a composition containing water to form a coloring composition that can be applied to keratin fibers.Type: GrantFiled: June 14, 2002Date of Patent: September 28, 2004Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Erik Schulze zur Wiesche, Detlef Hollenberg, Michael Dreja
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Patent number: 6773463Abstract: The present invention relates to a fiber-dyeing agent (A) prepared by mixing two components (A1) and (A2), said agent being characterized in that component (A1) contains at least one compound of formula (I) wherein X denotes a halogen atom, a methoxy group or an ethoxy group; Y denotes an oxygen atom, a sulfur atom or a selenium atom; R1 and R2 are equal or different and independently of each other denote hydrogen, a halogen atom, a (C1-C4)-alkyl group, a halogen-substituted (C1-C4)-alkyl group, a (C1-C4)-alkoxy group, a nitro group, an acetamido group or an NRaRb group, wherein the Ra and Rb groups are equal or different and independently of each other denote hydrogen, a (C1-C4)-alkyl group, an optionally substituted aromatic carbon ring or a (C1-C4)-alkanecarbonyl group, or Ra and Rb together with the nitrogen atom form a heterocyclic (C3-C6) group, and component (A2) contains at least one compound from the group consisting of amines, aminonitrobenzenes and phenols; to a method for dyeingType: GrantFiled: April 5, 2002Date of Patent: August 10, 2004Assignee: Wella AktiengesellschaftInventors: Cécile Pasquier, Véronique Charrière, Hans-Jürgen Braun
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Patent number: 6749645Abstract: The object of the present invention is the use of 4-nitro-2,1,3-benzoxadiazole derivatives of general formula (I) as dye in colorants for keratin fibers such as, for example, wool, silk, furs or hair and particularly human hair In formula (I) X denotes oxygen, sulfur or NRa, Ra standing for hydrogen, a (C1-C4)-alkyl group, a monohydroxy-(C1-C4)-alkyl group, a polyhydroxy-(C2-C4)-alkyl group or a mono-(C1 C4)-alkoxy-(C1-C4)-alkyl group, R1 and R2 can be equal or different and independently of each other denote hydrogen, a halogen atom, a (C1-C4)-alkyl group, a halogen-substituted (C1-C4)-alkyl group, a (C1-C4)-alkoxy group, a nitro group or an NRbRc group, the Rb and Rc groups being equal or different and independently of each other denoting hydrogen, a (C1-C4)-alkyl group, an optionally substituted aromatic carbon ring or a (C1-C4)-alkanecarbonyl group, or Rb and Rc together with the nitrogen atom forming a heterocyclic (C3-C6) group, and Q denotes hydrogen, an aliphatic group, an aromatiType: GrantFiled: March 26, 2002Date of Patent: June 15, 2004Assignee: Wella AktiengesellschaftInventors: Cécile Pasquier, Véronique Charrière, Hans-Juergen Braun
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Patent number: 6746493Abstract: Provided is a hair dye composition comprising a direct dye (1): A—CR1═N—NR2—B X− (1) [wherein, A represents a group (2) or (3): (in which, R3, R4 and R5 each independently represents a (substituted) C1-6 alkyl group, ring C may have a substituent or may by cyclocondensed with an aromatic ring, R6 and R7 each independently represents a (substituted) C1-6 alkyl group, or may be coupled to form a heterocycle together with the adjacent nitrogen atom, Z represents a (substituted) C1-4 divalent linear hydrocarbon group and ring D may be cyclocondensed with an aromatic ring), B represents a (substituted) aromatic group, R1 represents H or a (substituted) C1-6 alkyl group, R2 represents H or a (substituted) C1-6 alkyl group or a (substituted) aromatic group or may form a heterocycle together with the C atom of the aromatic ring B, and X− represents an anion].Type: GrantFiled: April 10, 2003Date of Patent: June 8, 2004Assignee: Kao CorporationInventors: Hajime Miyabe, Kenichi Matsunaga, Yukihiro Ohashi, Shintaro Totoki, Yoshinori Saito
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Patent number: 6740127Abstract: The preparation for dyeing keratin fibers contains, in a cosmetic carrier, a combination of at least one 4,5-diaminopyrazole derivative of formula (I), or a physiologically compatible salt thereof. in which R is an alkyl group, a monohydroxyalkyl group, a polyhydroxyalkyl group, a monoaminoalkyl group, a polyaminoalkyl group, an unsubstituted benzyl group or a substituted benzyl group substituted with a halogen, an alkyl group or an alkoxy group; and at least one phenylurea derivative of formula (II), or a physiologically compatible salt thereof, in which R1 represents a hydroxyl or alkoxy group and R2 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a hydroxyalkyl group or polyhydroxyalkyl group, each with up to 6 carbon atoms. A method of hair dyeing with this preparation is described.Type: GrantFiled: November 16, 2001Date of Patent: May 25, 2004Assignee: Wella AktiengellschaftInventors: Gabriele Friess, Iris Bahnmueller
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Patent number: 6736864Abstract: A reactive dye compound comprising: (a) at least one chromophore moiety; (b) at least one SO2C2H4 group which is attached to the chromphore moiety either directly via the sulphur atom of the SO2C2H4 group or via a linking group L; characterized in that at least one SO2C2H4 group is substituted on its terminal carbon atom with at least one Y group wherein Y is a phosphonate or borate derivative.Type: GrantFiled: March 27, 2002Date of Patent: May 18, 2004Assignee: North Carolina State UniversityInventors: David Malcolm Lewis, Dong Wei He, Taher Iqbal Yousaf, Gilles Yves Marie Fernand Genain
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Patent number: 6713613Abstract: A reactive dye compound comprising: (a) at least one chromophore moiety (b) at least one nitrogen-containing heterocycle (c) a linking group to link each chromophore moiety to each nitrogen-containing heterocycle; characterised in that at least one nitrogen-containing heterocycle is substituted with at least one oxy- or thio-carbonyl derivative wherein the oxy- or thio-carbonyl derivative is selected from Y wherein Y is —A(CO)R* wherein A is selected from O or S and wherein R* is an organic residue which comprises at least one nucleophilic group, and salts thereof.Type: GrantFiled: November 8, 2001Date of Patent: March 30, 2004Assignee: North Carolina State UniversityInventors: David Malcolm Lewis, Wei Dong He, Taher Iqbal Yousaf, Gilles Yves Marie Fernand Genain
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Patent number: 6648924Abstract: Provided is a hair dye composition comprising a direct dye (1): A—CR1═N—NR2—B X− (1) [wherein, A represents a group (2) or (3): (in which, R3, R4 and R5 each independently represents a (substituted) C1-6 alkyl group, ring C may have a substituent or may by cyclocondensed with an aromatic ring, R6 and R7 each independently represents a (substituted) C1-6 alkyl group, or may be coupled to form a heterocycle together with the adjacent nitrogen atom, Z represents a (substituted) C1-4 divalent linear hydrocarbon group and ring D may be cyclocondensed with an aromatic ring), B represents a (substituted) aromatic group, R1 represents H or a (substituted) C1-6 alkyl group, R2 represents H or a (substituted) C1-6 alkyl group or a (substituted) aromatic group or may form a heterocycle together with the C atom of the aromatic ring B, and X− represents an anion].Type: GrantFiled: April 5, 2001Date of Patent: November 18, 2003Assignee: Kao CorporationInventors: Hajime Miyabe, Kenichi Matsunaga, Yukihiro Ohashi, Shintaro Totoki, Yoshinori Saito
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Patent number: 6648923Abstract: The aqueous or aqueous-alcoholic oxidative dye precursor composition includes 1,4-diamino-2-methoxymethylbenzene, or a physiologically compatible salt thereof, as developer substance and one or more conventional coupler compounds. A ready-to-apply hair dyeing mixture having a pH of 6 to 10.5 is made by mixing the aqueous or aqueous-alcoholic oxidative dye precursor composition with an oxidizing agent, such as 6% hydrogen peroxide in a weight ratio of 5:1 to 1:3. The compositions may also contain conventional cosmetic additive ingredients and direct-dyeing dye compounds.Type: GrantFiled: September 12, 2000Date of Patent: November 18, 2003Assignee: Wella AktiengesellschaftInventors: Otto Goettel, Aline Pirrello, Andre Hayoz, Hans-Juergen Braun
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Patent number: 6592630Abstract: Provided is a hair dye composition containing a direct dye (1) or (2). The hair dye composition has markedly high hair dyeing power, has less color fade over time and undergoes a smaller change in the color tone of the dye after storage. [R1, R2 and R3 are the same or different and each independently represents a C1-3 alkyl group and benzene ring A or B may contain a nondissociative substituent].Type: GrantFiled: March 16, 2001Date of Patent: July 15, 2003Assignee: Kao CorporationInventors: Kenichi Matsunaga, Hajime Miyabe, Yukihiro Ohashi
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Patent number: 6562115Abstract: Monoazo dyes of formulas (III) wherein R1, R2, R3, D1 and M are as defined in the specification, are excellent dyes for dyeing and printing of cellulose containing materials and especially for the preparation of inks for ink jet printing.Type: GrantFiled: May 29, 2001Date of Patent: May 13, 2003Assignee: Ilford Imaging Switzerland GmbHInventors: Kurt Baettig, Gérald Jan
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Patent number: 6530959Abstract: The invention relates to a composition for dyeing keratinous fibres, in particular human keratinous fibers such as hair, comprising, in an appropriate dyeing medium, at least one cationic direct dye of a given formula, and which is characterized in that it contains, in addition, at least one anionic surfactant chosen from the group consisting of acyl isethionates, acyl taurates, sulphosuccinates, acyl sarcosinates, acyl glutamates, polyoxyalkylenated ether carboxylic acids and their salts, fatty glucamide sulphates, alkyl galactoside uronates, anionic derivatives of alkyl polyglucosides and mixtures thereof. The invention also relates to the dyeing methods and devices using it.Type: GrantFiled: June 22, 2000Date of Patent: March 11, 2003Assignee: L'Oreal S.A.Inventors: Gérard Lang, Jean Cotteret
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Patent number: 6485529Abstract: The object of the invention is an agent for coloring fibers, which contains at least one aromatic aldehyde compound, at least one compound of formula (I) or (II) and an alkanolamine, in which R1 represents a C1 to C3 alkyl group, a C1 to C3 alkoxyalkyl group or a C1 to C3 hydroxyalkyl group and R2 represents hydrogen or a hydroxy group, a methoxy group, a halogen atom, an amino group or a dimethylamino group and A− represents an anion, such as chloride, bromide, sulfate, hydrogen sulfate, monomethyl sulfate, acetate, lactate or iodide; a method for coloring fibers using this agent, as well as a multicomponent kit for coloring and, later on, decolorizing fibers.Type: GrantFiled: June 19, 2001Date of Patent: November 26, 2002Assignee: Wella AktiengesellschaftInventors: Manuela Javet, Catherine Mueller
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Patent number: 6475248Abstract: Provided is a hair dye composition containing a direct dye (1). This hair dye composition has markedly high hair dyeing power, has less color fade over time and undergoes a small change in the color tone of the dye even after storage. wherein, rings A and B represents a benzene ring which may have a substituent and may further be cyclocondensed with another aromatic ring, D and E each independently represents a group NR3 (in which R3 represents a C1-6 alkyl group) or an S atom, R1 and R2 each independently represents a C1-6 alkyl group, and X− represents an anion.Type: GrantFiled: June 25, 2001Date of Patent: November 5, 2002Assignee: Kao CorporationInventors: Yukihiro Ohashi, Hajime Miyabe, Kenichi Matsunaga, Shintaro Totoki, Yoshinori Saito
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Publication number: 20020083532Abstract: Anionic coloring agents comprising at least one spacer arm bounded to their chemical structure. These anionic coloring agents have the following general formula: CA-BE, wherein, CA is an anionic coloring agent comprising at least a cromophore group; and BE is the spacer arm, which has the following chemical structure: —(X—R—Z)r, wherein X is a direct link or a group having the formula —S(O)s, wherein s is 0, 1 or 2; or —NR1—, wherein, R1 is hydrogen or a C1-C10 alkyl group; R is a C1-C10 straight or branched alkylene group: Z is a polar group; and r is an integer equal or higher than 1.Type: ApplicationFiled: December 18, 2001Publication date: July 4, 2002Inventor: Jorge Mazza
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Publication number: 20020050012Abstract: In the present invention there is provided a single-step process and composition of hair bleach, which can simultaneously lighten the hair up to seven levels and effectively neutralize any undesirable warmth, provide natural tones or deposit fashion shades. This is achieved by including in the bleach mixture a solution containing basic dye molecules, which in the present invention have been found to be both, stable in the bleach, and capable of depositing the desired amount of tone on the hair. The dyes fall into the class of water-soluble basic azo compounds.Type: ApplicationFiled: January 18, 2001Publication date: May 2, 2002Inventor: Cindy L. Orr
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Patent number: 6350862Abstract: Reactive Dye compound having formula (I) wherein: D is a chromophore group; L is a linking moiety; Q is a quaternized nitrogen derivative; X and Y are independently selected from chlorine, bromine, fluorine or hydrogen; A is selected from halogen, preferably chlorine or fluorine; provided that at least one of X and Y is fluorine; A is selected from halogen, preferably chlorine or fluorine; and salts and esters thereof.Type: GrantFiled: October 2, 2000Date of Patent: February 26, 2002Assignee: The Procter & Gamble CompanyInventors: Earl David Brock, David Malcolm Lewis, Taher Iqbal Yousaf
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Publication number: 20020017218Abstract: 1Type: ApplicationFiled: May 29, 2001Publication date: February 14, 2002Applicant: ILFORD IMAGING SWITZERLAND GmbHInventors: Kurt Baettig, Gerald Jan
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Patent number: 6320031Abstract: Monoazo dyes of formula (3) wherein A, R1, R2, M and n are as defined in the specification, are excellent dyes for dyeing and printing of cellulose containing materials and especially for the preparation of inks for ink jet printing.Type: GrantFiled: February 23, 2000Date of Patent: November 20, 2001Assignee: Ilford Imaging Switzerland GmbHInventors: Kurt Baettig, Gérald Jan
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Patent number: 6254644Abstract: The present invention relates to a process for preparing leather by (I) tanning a pelt with (a) an aldehyde, or (b) a bisulphite-blocked polyisocyanate; (II) optionally, retanning the pelt with (a) a polyaspartic acid, a salt of a polyaspartic acid, a polyaspartic acid anhydride, or a mixture thereof, and/or (b) a polyaspartamide; (III) dressing the resultant product by (a) bottoming the product with a polyurethane and one or more natural bottoming assistants, and (b) applying a polyurethane and/or polyesteramide finish; and (IV) optionally, aftertreating the resultant dressed leather with a leather preservative.Type: GrantFiled: August 23, 1999Date of Patent: July 3, 2001Assignee: Bayer AktiengesellschaftInventors: Harro Träubel, Hanns-Peter Müller, Helmut Reiff, Jürgen Reiners, Gerd-Friedrich Renner, Rainhard Koch, Karl Pisaric
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Patent number: 6203578Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibres and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.Type: GrantFiled: September 29, 1999Date of Patent: March 20, 2001Assignee: L'OrealInventors: Madeleine Leduc, Hervé Richard, Alain Lagrange
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Patent number: 6176885Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibers and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.Type: GrantFiled: September 29, 1999Date of Patent: January 23, 2001Assignee: L'OrealInventors: Madeleine Leduc, Herv{acute over (e)} Richard, Alain Lagrange
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Patent number: 6153734Abstract: Oligomeric azo dyes having an alternating construction made up of tetrazo components and coupling components, containing in the molecule at least 2 units of the structure I------[D--------K]------ (I)where D and K are as defined in the specification, are prepared and used alone or in mixtures for dyeing and printing natural or synthetic substrates.Type: GrantFiled: November 1, 1999Date of Patent: November 28, 2000Assignee: BASF AktiengesellschaftInventors: Gunter-Rudolf Schroder, Torsten Freund, Udo Mayer, Karl-Heinz Etzbach
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Patent number: 6140478Abstract: Basic azo compounds of formula I are suitable for coloring or printing especially of paper and leather.Type: GrantFiled: July 19, 1996Date of Patent: October 31, 2000Assignee: Clariant Finance (BVI) LimitedInventors: Jurgen Geiwiz, Helmut Anton Moser, Reinhard Pedrazzi
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Patent number: 6084078Abstract: The novel disazo dyestuffs of the formula (I) in which the substituents and indices have the meanings given in the description, are outstandingly suitable for dyeing cellulosic materials in red-violet to blue brilliant color shades.Type: GrantFiled: December 17, 1997Date of Patent: July 4, 2000Assignee: Bayer AktiengesellschaftInventor: Winfried Mennicke
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Patent number: 6080209Abstract: Stable aqueous dye compositions containing at least one anionic colorant and at least one pigment and a polyanionic thickening agent. The dye compositions may be used to dye leather.Type: GrantFiled: September 25, 1998Date of Patent: June 27, 2000Assignee: BASF AktiengesellschaftInventors: Matthias Wiesenfeldt, Johannes Peter Dix, Rudolf Paulus, Manfred Herrmann
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Patent number: 6043349Abstract: Tetrakisazo dyes of formula (I), as defined in claim 1, optionally in admixture with trisazo dyes of formula (X) as defined in claim 4, are valuable anionic dyes for the dyeing of substrates dyeable with anionic dyes, in particular for the dyeing of leather in very intense dark shades.Type: GrantFiled: March 8, 1999Date of Patent: March 28, 2000Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer
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Patent number: 6027537Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibres and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.Type: GrantFiled: October 30, 1997Date of Patent: February 22, 2000Assignee: L'OrealInventors: Madeleine Leduc, Herve Richard, Alain Lagrange
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Patent number: 5834602Abstract: Disazo dyes of the formula ##STR1## where the ring A may be benzofused,X is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, halogen, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or hydroxysulfonyl,R.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, halogen, carboxyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, or R.sup.1 and R.sup.2 together are a radical of the formula L--NZ--CO, where L is methylene or carbonyl and Z is substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted or unsubstituted phenyl, andR.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, phenoxy, C.sub.1 -C.sub.4 -alkanoyloxy or benzoyloxy,are useful for dyeing natural or synthetic substrates.Type: GrantFiled: January 26, 1998Date of Patent: November 10, 1998Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Helmut Reichelt
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Patent number: 5785718Abstract: The novel and known stilbene-azo dyestuffs of the formula (I) ##STR1## in which the substituents X and Y have the meaning given in the description, are outstandingly suitable for dyeing and printing cellulose and/or material containing amide groups and for the preparation of inks.Type: GrantFiled: May 27, 1997Date of Patent: July 28, 1998Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Uwe Claussen
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Patent number: 5668259Abstract: Compounds of the formula ##STR1## iron complexes thereof and mixtures of such iron complexes, wherein D is a monocyclic or bicyclic aromatic diazo component radical of the benzene series containing one --SO.sub.3 M group or is ##STR2## R.sub.1 is hydrogen, methyl or ethyl, and R.sub.4 is hydrogen, chloro or C.sub.1-2 alkyl,wherein R' is hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl, methoxy(C.sub.2-4 alkyl) or ##STR3## R" is hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl or methoxy(C.sub.2-4 alkyl), or--NR'R" is a saturated 5- or 6-membered ring,R.sub.5 is hydrogen, chloro or C.sub.1-2 alkyl, andX is hydrogen or hydroxy,wherein each R.sub.2 is independently hydrogen, chloro, hydroxy, C.sub.1-2 alkyl, C.sub.1-2 alkoxy or --SO.sub.2 NR.sub.o R.sub.o, andeach R.sub.3 is independently hydrogen, C.sub.1-2 alkyl, C.sub.1-2 alkoxy, --COOM, trifluoromethyl or --NR"'R"",wherein each R"' and R"" is independently C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl, methoxy(C.sub.2-4 alkyl) or carbamoyl(C.sub.Type: GrantFiled: May 15, 1995Date of Patent: September 16, 1997Assignee: Clariant Finance (BVI) LimitedInventors: Jordi Berenuger Barra, Herbert Holliger, Jose Rocas Sorolla
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Patent number: 5597387Abstract: The present invention relates to water-soluble polyazo dyestuffs of the general formula I ##STR1## wherein Y, Z, m and M.sup..sym.1 to M.sup..sym.4 are as defined in claim 1, processes for dyeing leather and paper with the polyazo dyestuffs, and recording liquids and inks containing the polyazo dyestuffs.Type: GrantFiled: November 9, 1995Date of Patent: January 28, 1997Assignee: Hoechst AGInventors: Wolfgang Bauer, Dieter Baumgart, Walter Zoller
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Patent number: 5580964Abstract: Cationic 1,3,4-thiadiazole dyestuffs of the formula ##STR1## in which the symbols used have the meaning given in the description, corresponding anhydrobases, processes for the preparation of the cationic 1,3,4-thiadiazole dyestuffs, their use for dyeing and printing various materials and as dichroic dyestuffs in polarizing films, and various materials which comprise such dyestuffs.Type: GrantFiled: March 23, 1995Date of Patent: December 3, 1996Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Uwe Claussen, Werner Hartwich, Peter Wild
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Patent number: 5571898Abstract: There are described dyes of the formula ##STR1## where the ring A may be benzofused, R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.13 -alkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.8 -alkanoyl, substituted or unsubstituted benzoyl, substituted C.sub.2 -C.sub.4 -alkanoyl, or substituted diaminotriazinyl,R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl or R.sup.1 and R.sup.2 together with the nitrogen atom joining them together are a heterocyclic radical,R.sup.3 and R.sup.4 are each substituted or unsubstituted C.sub.1 -C.sub.13 -alkyl, substituted or unsubstituted C.sub.5 -C.sub.7 -cycloalkyl or substituted or unsubstituted piperidinyl and R.sup.3 may also be hydrogen,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.2 -C.sub.5 -alkanoylamino, halogen, nitro, cyano, substituted or unsubstituted phenylazo, C.sub.2 -C.sub.4 -alkanoylamino substituted by a quaternizable or quaternary group, or C.sub.2 -C.sub.4 -alkoxy, C.sub.2 -C.sub.4 -alkoxycarbonyl or C.sub.2 -C.Type: GrantFiled: July 11, 1995Date of Patent: November 5, 1996Assignee: BASF AktiengesellschaftInventors: Ulrike Schloesser, Udo Mayer
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Patent number: 5567205Abstract: Wet leather treating compositions and methods of wet treating leather hides employing alkylpolyglycosides for enhancing the penetration and absorption of the leather treatment formulations in an environmentally safe manner. The compositions are substantially free of volatile organic compounds.Type: GrantFiled: June 6, 1995Date of Patent: October 22, 1996Assignee: Henkel Corp.Inventors: Michael W. Counts, John A. Thompson, Jack O. Lavoie, Robert A. Aleksejczyk
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Patent number: 5554736Abstract: The invention provides a process for the production of azodyes and their derivatives by diazotization and coupling reactions and optionally further modification reactions, wherein a compound of formula ##STR1## in which E signifies an aromatic bivalent radical,X.sub.1 signifies hydroxy or a primary amino group,Y.sub.1 signifies hydroxy or a primary amino groupand in which the aminogroup linked to the --SO.sub.2 -bound phenyl radical may optionally be acylated,or a mixture of compounds of formula (I), is employed as a coupling component or/and--in the non-acylated form--as a diazo component,the invention in particular relates also to the novel dyes and their use and to the novel intermediates.Type: GrantFiled: June 6, 1995Date of Patent: September 10, 1996Inventors: Jordi B. Barra, Jose R. Sorolla
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Patent number: 5545724Abstract: The invention relates to cationically bridged tetrakisazo compounds, corresponding to formula I, ##STR1## wherein the individual symbols are defined as in claim 1, as well as residues and liquid preparations thereof. The compounds and their preparations are used for dyeing and printing hydroxy-group-containing or nitrogen-containing organic substrates by a known method. Preferred substrates are textile materials which consist of or contain cellulose, especially cotton, or also bast fibres, leather and preferably paper or paper pulp products, especially wood-containing paper.Type: GrantFiled: October 10, 1995Date of Patent: August 13, 1996Assignee: Sandoz Ltd.Inventor: Helmut A. Moser
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Patent number: 5536819Abstract: A trisazo compound represented by the following formula (I) in the free acid form: ##STR1## wherein Q is an phenyl or naphthyl group both of which may be unsubstituted or substituted; one of the A and B is hydroxy group and the other is amino group; K is 1 or 2; and one of m and n is 1 and the other is 0; a method for dyeing fiber materials, paper or leather by using the trisazo compounds and an ink containing the trisazo compounds, and the trisazo compound is excellent in solubility, and good in storage stability and free from clogging of nozzle caused by deposition. The ink using the trisazo compound gives a deep black-colored image excellent in clarity, water-durability and durability to light.Type: GrantFiled: May 20, 1994Date of Patent: July 16, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Yuriko Tamura, Kazuya Ogino, Mahito Fujita, Takashi Omura, Hideo Kawashita, Koji Aburada
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Patent number: 5514783Abstract: The invention provides a process for the production of azodyes and their derivatives by diazotization and coupling reactions and optionally further modification reactions, wherein a compound of formula ##STR1## in which E signifies an aromatic bivalent radical,X.sub.1 signifies hydroxy or a primary amino group,Y.sub.1 signifies hydroxy or a primary amino groupand in whichthe aminogroup linked to the --SO.sub.2 -bound phenyl radical may optionally be acylated,or a mixture of compounds of formula (I), is employed as a coupling component or/and--in the non-acylated form--as a diazo component,the invention in particular relates also to the novel dyes and their use and to the novel intermediates.Type: GrantFiled: April 28, 1995Date of Patent: May 7, 1996Assignee: Sandoz Ltd.Inventors: Jordi B. Barra, Jose R. Sorolla
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Patent number: 5498701Abstract: Basic sulpho group-containing disazo compounds which are metal-free, correspond to the formula ##STR1## in which the symbols are as defined in claim 1. These compounds, in form of their water-soluble salts, and preparations thereof are used for dyeing or printing cationically dyeable materials such as hydroxy group- or nitrogen-containing organic substrates of which textile material comprising natural or synthetic polyamide or natural or regenerated cellulose and especially cotton, leather and paper are preferred. Furthermore, they can be used for the preparation of inks in a conventional manner.Type: GrantFiled: December 22, 1994Date of Patent: March 12, 1996Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 5489671Abstract: A trisazo compound represented by the following formula (1) in the free acid form: ##STR1## wherein Q' is phenylene group, Q.sup.2 is phenyl or naphtyl group, one of the A and B is a hydroxy group and the other is an amino group, K is 1 or 2, one of m and n is 1 and the other is 0, X and Y independently of one another are each --OR.sup.1, --SR.sup.2, --NR.sup.3 R.sup.4 or ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another are each a hydrogen atom, an alkyl, phenyl or naphthyl group; r is 1 or 2; and Z is --CH.sub.2 --, --O--, --SO.sub.2 -- or --NR.sup.5 -- wherein R.sup.5 is a hydrogen atom or C.sub.1 -C.sub.4 alkyl group;a method for dyeing fiber material, paper or leather by using the trisazo compound;and an ink which contains the trisazo compound and which is excellent in storage stability and can give a clear black printed image having excellent water resistance and light fastness.Type: GrantFiled: September 27, 1994Date of Patent: February 6, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuya Ogino, Yuriko Tamura, Takashi Omura, Mahito Fujita, Hideo Kawashita, Koji Aburada
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Patent number: 5488101Abstract: Herein is provided a trisazo compound represented by formula (I) in the free acid form: ##STR1## wherein Q.sub.1 is an unsubstituted or substituted phenylene or naphthylene group, Q.sub.2 is an unsubstituted or substituted phenyl or naphthyl group, Z is --SO.sub.2 CH.sub.2 CH.sub.2 OH or --SO.sub.2 CH.sub.2 CH.sub.2 SO.sub.3 H group, and L is 0 or 1. The trisazo compound provided herein is excellent in solubility and gives deep colored dyed product or image when used in dyeing or printing, so that it is useful as a dye and an ink. Herein are also provided a method for dyeing fiber materials, paper or leather by using said trisazo compound, and an ink containing said trisazo compound.Type: GrantFiled: June 5, 1992Date of Patent: January 30, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuya Ogino, Kingo Akahori, Naoki Harada, Yutaka Kayane, Hideo Kawashita, Mituhiro Ohta
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Patent number: 5486213Abstract: Dye mixtures comprising at least two metal-free dyes, one of which contains two to eight sulfo groups and the other three to eight sulfo groups, the mixture comprising at most one dye having two sulfo groups, are used for the dyeing of leather. Preferably, a trichromatic dye mixture comprising at least one yellow dye, at least one red dye and at least one blue dye is used. Leather can be dyed with these dye mixtures in brilliant shades.Type: GrantFiled: June 22, 1993Date of Patent: January 23, 1996Assignee: Ciba-Geigy CorporationInventors: Peter Moser, Campbell T. Page, Alois Puntener
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Patent number: 5484900Abstract: 1:2 chromium complex dyestuffs of the formula (I) ##STR1## in which A, B, R.sup.1, R.sup.2, R.sup.3, R.sup.4, p, m, n, n' and Cat.sup.(+) have the meaning given in the description, are suitable for dyeing and printing amido-containing materials.Type: GrantFiled: February 25, 1994Date of Patent: January 16, 1996Assignee: Bayer AktiengesellschaftInventor: Winfried Mennicke
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Patent number: 5476923Abstract: Compounds of the formula ##STR1## wherein each R.sub.1 is independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or nitro,R.sub.2 is hydrogen or halo,R.sub.3 is halo, andMe is a divalent metal,useful for pigmenting polymeric materials such as polyethylene, polyvinyl chloride, polystyrene, natural rubber and synthetic rubber, for the mass pigmentation of materials such as cellulose acetate and for pigmenting paper, lacquers, paints, printing inks and textile coatings.Type: GrantFiled: March 31, 1994Date of Patent: December 19, 1995Assignee: Sandoz Ltd.Inventors: Jurgen Goldmann, Bansi L. Kaul
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Patent number: 5470959Type: GrantFiled: January 24, 1994Date of Patent: November 28, 1995Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Udo Mayer, Helmut Reichelt, Georg Zeidler
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Patent number: RE38531Abstract: Tetrakisazo dyes of formula (I), as defined in claim 1, optionally in admixture with trisazo dyes of formula (X) as defined in claim 4, are valuable anionic dyes for the dyeing of substrates dyeable with anionic dyes, in particular for the dyeing of leather in very intense dark shades.Type: GrantFiled: March 27, 2002Date of Patent: June 8, 2004Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer