Amino Nitrogen Containing Patents (Class 534/725)
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Publication number: 20100257678Abstract: Disclosed is an azo compound represented by the formula (1) below, a salt thereof, or a copper complex salt compound thereof. (In the formula, R1 and R2 independently represent a hydrogen atom, a sulfonic acid group, a lower alkyl group or a lower alkoxyl group; R3-R6 independently represent a hydrogen atom, a lower alkyl group or a lower alkoxyl group; R7 represents a lower alkyl group or a lower alkoxyl group; and n represents 0 or 1.Type: ApplicationFiled: June 21, 2007Publication date: October 14, 2010Inventors: Yuichi Sadamitsu, Takahiro Higeta
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Patent number: 6927284Abstract: 1:2-metal complex dyes of the formula wherein the symbols R1, R1?, R2, R2?, R3, R3?, Y, Z, n, n?, Me, M and (Kat)+ are defined as in the Claims, mixtures thereof, their compositions, their production and their use as anionic dyes for dyeing substrates, especially leather, in brown to red shades.Type: GrantFiled: October 14, 2002Date of Patent: August 9, 2005Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer
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Patent number: 6764524Abstract: Asymmetrical 1:2 chromium complex dyes of formula (I), wherein X signifies —SO3M, —SO2NR1R2 or chlorine, Y signifies hydrogen, —SO3M or chlorine, R1 signifies hydrogen, C1-6alkyl, C2-3-hydroxyalkyl or a radical of formulae (a) or (b), R2 signifies hydrogen, C1-6alkyl or C2-3-hydroxyalkyl, or R1 and R2 together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocycle, R3 signifies hydrogen, C1-2-alkyl, chlorine, —COOM or —SO3M, R4 signifies hydrogen, C1-2-alkyl, C1-2-alkoxy chlorine or —SO3M, n signifies from 0 to 3, M signifies in each case hydrogen or a nonhromophoric cation, and M+signifies hydrogen or a nonchromophoric cation, are useful for dyeing artificially produced oxide layers on aluminium or aluminium alloys, on which they produce grey dyeings in high color yield and hue reproducibilityType: GrantFiled: September 28, 2000Date of Patent: July 20, 2004Assignee: Clariant Finance (BVI) LimitedInventor: Klaus Körte
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Patent number: 6210448Abstract: 1:2 chromium complex dyes of the formula: in which R signifies C1-9-alkyl or a radical of the formula: R1 signifies C1-4-alkyl, R2 signifies hydrogen or —SO3M, R3 signifies hydrogen, methyl or methoxy, R4 signifies hydrogen, methyl, methoxy or chloro, n signifies from 0 to 3, M signifies hydrogen or a non-chromophoric cation and Kat+signifies hydrogen or a non-chromophoric cation, are suitable for dyeing artificially produced oxide layers on aluminium or aluminium alloys and so give rise to highly lightfast dyeings in yellow shades.Type: GrantFiled: November 24, 1999Date of Patent: April 3, 2001Assignee: Clariant Finance (BVI) LimitedInventor: Klaus Körte
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Patent number: 5401834Abstract: Complexes of the formula ##STR1## which are in free acid or salt form, and mixtures thereof, wherein each ofR.sub.1 and R.sub.3 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy,each ofR.sub.2 and R.sub.4 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy; --COR.sub.5 ; --COOR.sub.6 or --CONHR.sub.7,M is chromium or cobalt, andM.sub.K.sup..sym. is hydrogen or a non-chromophoric cation, useful for dyeing or printing, materials such as natural and synthetic polyamides and particularly artificially produced oxide layers on aluminum and aluminum alloys.Type: GrantFiled: June 22, 1993Date of Patent: March 28, 1995Assignee: Sandoz Ltd.Inventor: Klaus Koerte
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Patent number: 5189181Abstract: A process for the preparation of a polycyclic dye of the Formula (1): ##STR1## by reacting a substituted acetic acid of the Formula (2): ##STR2## with a compound of the Formula (3): ##STR3## and oxidation of the intermediate leuco compound to dehydrogenate the peripheral heterocyclic rings whereinY is an optionally substituted aromatic or heteroaromatic radical;Ring A is unsubstituted or is substituted by from one to five groups;Z is --NR.sup.1 R.sup.2 ;R.sup.1 and R.sup.2 are each independently H or are independently selected from optionally substituted alkyl, alkenyl, cycloalkyl, aralkyl, aryl and heteroaryl; orR.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a heterocyclic ring; orR.sup.1 and R.sup.2 each independently together with the nitrogen to which they are attached and the adjacent carbon atom of Ring B form a heterocyclic ring; andX.sup.1 and X.sup.Type: GrantFiled: January 7, 1992Date of Patent: February 23, 1993Assignee: Imperial Chemical Industries PLCInventors: Nigel Hall, Nigel Hughes, Prakash Patel
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Patent number: 4996303Abstract: The invention relates to a process for the preparation of 1:2 metal complex azo dyes of formula ##STR1## wherein each X is hydrogen, halogen or nitro, K and K' are each independently of the other the radical of a coupling component of the benzene, naphthalene or pyrazolone series, Y and Y' are each --O-- or --N(R), wherein R is hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl, Me is chromium or cobalt and Ka is a cation, and Y and Y' are attached to K and K' adjacent to the azo group, by coupling and metallising, which process comprises coupling, in aqueous solution, a diazo component of formula ##STR2## wherein X is as defined for formula (1), in the presence of the 5- to 30-fold molar amount of sodium and/or potassium chloride, based on the molar amount of diazo component, and in the presence of a compound that donates a chromium or cobalt atom, to coupling components of formulaeHK--YH and HK'--Y'H (3),wherein K, K', Y and Y' are as defined for formula (1).Type: GrantFiled: November 22, 1988Date of Patent: February 26, 1991Assignee: Ciba-Geigy CorporationInventors: Alois Puntener, Daniel Parisot
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Patent number: 4990598Abstract: The invention relates to chromium complexes of the formula ##STR1## in which A is the radical of a dicyclically metallizable azo or azomethine dye, B is the radical of a monoanionic bidentate complexible organic compound which is bonded to the chromium atom via oxygen atoms, L is a colorless monofunctional ligand, X is halogen-substituted C.sub.1-4 -alkanoyl, C.sub.1-4 -alkenoyl, halogen-substituted C.sub.1-4 -alkenoyl, monohalogenopyrimidinyl, dihalogenopyrimidinyl or trihalogenopyrimidinyl which is bonded to A and/or B via ##STR2## and R.sub.5 is hydrogen or C.sub.1-4 -alkyl, Ka is a cation, m is 1, 2 or 3, n is 1 or 2 and the SO.sub.3.sup..crclbar. Ka group is bonded to A and/or B. These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.Type: GrantFiled: November 7, 1984Date of Patent: February 5, 1991Inventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
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Patent number: 4918169Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, napthoquinone, pyrenequinone or perylene-tetracarbimide dye radical, X is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphonic acid group or a quaternized ammonium group, r is 1 or 2, R is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, and A is a radical of the formula ##STR2## wherein R' is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, C.sub.5 -C.sub.Type: GrantFiled: August 19, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Karl Hoegerle
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Patent number: 4748236Abstract: Reactive azo dyestuffs of the formula ##STR1## wherein D . . . radical of the benzene or naphthalene series, having a sulpho group in the o-position to the azo bridge,K . . . radical of a coupling component of the benzene, naphthalene, pyridone, pyrazolone or hydroxynaphthalene series, or an aryl-azo-aryl radical,R . . . hydrogen or C.sub.1 -C.sub.4 -alkyl,Y . . . OR.sub.1 or SR.sub.1, R.sub.1 representing an optionally substituted alkyl, aryl or heteroaryl radical, or NR.sub.2 R.sub.3, R.sub.2 representing hydrogen or an optionally substituted alkyl radical and R.sub.3 representing hydrogen or an optionally substituted alkyl or aryl radical, or R.sub.2 and R.sub.3 forming a ring, optionally with inclusion of a hetero-atom, andX . . . halogen, such as chlorine or fluorine and their use for dyeing and printing materials containing hydroxyl groups or containing amide groups.Type: GrantFiled: November 9, 1984Date of Patent: May 31, 1988Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Richard Schwaebel
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Patent number: 4723001Abstract: The invention relates to chromium complexes of the formula ##STR1## in which B is the radical of a bidentate bianionic compound, L is H.sub.2 O, NH.sub.3, alkanol, alkylamine, dialkylamine, trialkylamine or pyridine, D is a benzene or naphthalene diazo component, Y is the nitrogen atom or the CH group, K is a coupling component, R is hydrogen, alkyl or phenyl, X is a fibre-reactive group,Ka is a cation, m is 1, 2 or 3, n is 1 or 2 and k is 0 or 1.These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.Type: GrantFiled: July 24, 1986Date of Patent: February 2, 1988Assignee: CIBA-GEIGY CorporationInventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
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Patent number: 4710198Abstract: A process of dyeing polyamide-containing material is disclosed using dyes of the following formula: ##STR1## wherein Me is cobalt or chromium,Ka.sup..sym. is a cation,p is 0 or 1,R and R' are each independently of the other hydrogen or a group of the formula --CO--(O).sub.n --Y, wheren is 0 or 1, andY is C.sub.1 -C.sub.5 alkyl, or phenyl which may be substituted by nitro, halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy,with the proviso that R and R' may not both be hydrogen if p is 1.Novel dyes within this class are also disclosed. The process is especially useful for dyeing leather.Type: GrantFiled: December 9, 1985Date of Patent: December 1, 1987Assignee: Ciba-Geigy CorporationInventors: Fabio Beffa, Hans U. Schutz
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Patent number: 4670486Abstract: High molecular weight organic material is effectively colored by the incorporation therein of a copper or nickel complex of the ligand compound of formula I ##STR1## wherein A is an isocyclic or heterocyclic aromatic moiety, R is H, halogen, lower alkyl or alkoxy, R.sub.1 is H, lower alkyl, phenyl or substituted phenyl, and B is H, lower alkyl, ureido or substituted ureido, guanidino, anilino, benzamido or a heterocyclic aromatic moiety.Type: GrantFiled: June 13, 1985Date of Patent: June 2, 1987Assignee: Ciba-Geigy CorporationInventors: Georg Cseh, Paul Lienhard
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Patent number: 4667021Abstract: A chromium complex compound represented as the free acid form by the formula (I): ##STR1## wherein X.sup.1 represents a hydrogen atom, a methyl group, a methoxy group or a sulfonic acid group; X.sup.2, X.sup.3 and X.sup.4 represent independently a hydrogen atom, a chlorine atom, a methyl gorup, a methoxy group, a carboxyl group or a sulfonic acid group; Y represents a hydrogen atom or a sulfonic acid group; Z represents a chlorine atom, a fluorine atom or --N.sup.30 (R).sub.3 (R represents a C.sub.1 to C.sub.4 -alkyl group), ##STR2## and M represents a hydrogen atom or an alkali metal, a process for producing the chromium complex compound (I) and a method for dyeing cellulosic fibers with the same. The chromium complex compound represented by formula (I) is excellent in affinity to cellulosic fibers and in color-yield, build-up properties and fastness properties. These compounds are dyes for cellulosic fibers.Type: GrantFiled: September 26, 1984Date of Patent: May 19, 1987Assignee: Nippon Kayaku Kabushiki KaishaInventors: Junji Toda, Eiichi Ogawa
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Patent number: 4650859Abstract: Chrome azo-azomethine dyes are disclosed which contain a benzthiazolylphenyl or stilbenyl radical bound via an aldehyde group to the aldehyde moiety of the azomethine dyes. The dyes are particularly useful for dyeing wool, polyamide and leather.Type: GrantFiled: December 31, 1984Date of Patent: March 17, 1987Assignee: Ciba-Geigy CorporationInventor: Fabio Beffa
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Patent number: 4544739Abstract: Chromium complex dyes which, in the form of the free acid, have the formula ##STR1## wherein Z is hydrogen, nitro, chlorine or naphthylazo or phenylazo, wherein naphthyl or phenyl is unsubstituted or substituted by nitro, chlorine, bromine, C.sub.1-5 -alkyl or C.sub.1-5 -alkoxy, A is naphthyl or phenyl containing the oxygen atom in o-position to the azomethine and wherein naphthyl or phenyl is unsubstituted or substituted by C.sub.1-5 -alkyl, halogen or naphthylazo or phenylazo wherein naphthyl or phenyl is unsubstituted or substituted by nitro, chlorine, bromine, C.sub.1-5 -alkyl or C.sub.1-5 -alkoxy, D is sulfophenyl which is unsubstituted or substituted by nitro or chlorine, or sulfonaphthyl which is unsubstituted or substituted by nitro, and is bonded to the azo group in the ortho-position to the oxygen atom and R is chloroacetyl, bromoacetyl, .alpha.-chloroacryloyl, .alpha.-bromoacryloyl, .alpha.,.beta.-dichloropropionyl, .alpha.,.beta.Type: GrantFiled: September 28, 1982Date of Patent: October 1, 1985Assignee: Ciba-Geigy CorporationInventors: Hans U. Schutz, Arthur Buhler