Azo Dye Patents (Class 8/437)
  • Patent number: 5411556
    Abstract: There is described a process for dyeing leather with the dye of the formula ##STR1##
    Type: Grant
    Filed: October 14, 1993
    Date of Patent: May 2, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes P. Dix, Gunther Lamm, Helmut Reichelt, Georg Zeidler
  • Patent number: 5401834
    Abstract: 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: Grant
    Filed: June 22, 1993
    Date of Patent: March 28, 1995
    Assignee: Sandoz Ltd.
    Inventor: Klaus Koerte
  • Patent number: 5391207
    Abstract: Improved dyestuff solutions for the dyeing of leather contain 5 to 30 parts by weight of a dyestuff, 20 to 80 parts by weight of an alkoxy alcohol of the formula (I)R--O--(--A--O--).sub.n --H (I),10 to 40 parts by weight of a lactone, lactam or cyclic urea and 5 to 50 parts by weight of water.
    Type: Grant
    Filed: March 30, 1994
    Date of Patent: February 21, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Gerlach, Winfried Mennicke, Wolfgang Mullers
  • Patent number: 5389110
    Abstract: Azo dyes useful for dyeing natural or synthetic substrates have the formula ##STR1## where n is from 1 to 4,q is 1 or 2,L.sup.1 is hydrogen or C.sub.1 -C.sub.3 -alkyl,L.sup.2 is acetyl, carbamoyl or hydroxysulfonyl, andD is the radical of a diazo component.
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: February 14, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes P. Dix, Bernd Hupfeld, Gunther Lamm, Helmut Reichelt
  • Patent number: 5376147
    Abstract: Dye mixtures comprising at least two metal-free dyes of different colors having in each case two sulfo or carboxyl groups and a molecular weight of between 790 and 1100 are used for dyeing leather. A trichromatic dye mixture comprising at least one yellow dye of the formula (1), at least one red dye of the formula (2) and at least one blue dye of the formula (3) according to claim 2 is preferably used. Leather can be dyed in brilliant shades using these dye mixtures.
    Type: Grant
    Filed: February 26, 1993
    Date of Patent: December 27, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Campbell Page, Peter Moser, Alois Puntener
  • Patent number: 5354341
    Abstract: Leather is dyed using dye mixtures comprising at least two metal-free dyes each carrying a single sulfo or carboxyl group and having a molecular weight in the range from 450 to 700.It is preferred to use a trichromatic dyeing formulation comprising at least one yellow dye of formula (1), at least one red dye of formula (2) and at least one blue dye of formula (3) according to claim 2.Leather is dyed in brilliant shades with these dye mixtures.
    Type: Grant
    Filed: March 26, 1993
    Date of Patent: October 11, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Moser, Thomas P. Campbell, Alois Puntener
  • Patent number: 5320647
    Abstract: Fluent dye preparations useful for dyeing leather or wool containa) at least 15% of the weight of the dye preparation of one or more polyazo dyes in salt form which have one or more hydroxysulfonyl and/or carboxyl groups and may be present in the form of a 1:1 or 1:2 metal complex,b) from 2 to 15% of the weight of the dye preparation of a surfactant, andc) water.
    Type: Grant
    Filed: August 14, 1992
    Date of Patent: June 14, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Georg Henning, Georg Zeidler, Ortwin Schaffer
  • Patent number: 5319075
    Abstract: Mixtures of iron complexes of metallizable disazo compounds, at least one compound being of the formula ##STR1## and at least one compound being of the formula ##STR2## wherein the substituents have the meaning given in the specification, are useful for dyeing substrates dyeable with anionic dyes, e.g., leather.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: June 7, 1994
    Assignee: Sandoz Ltd.
    Inventors: Jordi Berenguer Barra, Herbert Holliger, Jose Rocas Sorolla
  • Patent number: 5308362
    Abstract: A fiber reactive dye composition which comprises (1) a reactive dye of the formula (I), and (2) at least one member selected from the group consisting of reactive dyes of the formulas (II) to (IV), the formulas being represented each in the free acid form as follows: ##STR1## wherein Z, Z' and Z" are each --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.1, --CH.sub.2 CH.sub.2 Z.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.3, respectively, wherein Z.sub.1, Z.sub.2 and Z.sub.3 are each a group capable of being split by the action of an alkali, and Q is --SO.sub.2 CH.dbd.CH.sub.2 located at o-, m- or p-position against the imino when the --SO.sub.2 Z in the formula (I) is located at o-, m- or p-position against the imino, respectively, provided that the reactive dye of the formula (I) is one having --CH.sub.2 CH.sub.2 Z.sub.
    Type: Grant
    Filed: November 19, 1991
    Date of Patent: May 3, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Naoki Harada, Kingo Akahori
  • Patent number: 5306435
    Abstract: A composition for treating leather, fur and fibrous material which comprises a water-soluble and/or a water-dispersible polyurethane, and more particularly a composition comprising the following ingredients a), b), c) and d) in the following proportions:______________________________________ ingredient a); water-soluble and 5.0-100% by wt. water-dispersible polyurethane ingredient b); salt of divalent to 0.0-20% by wt. tetravalent metal ingredient c); surfactant 0.0-40% by wt. ingredient d); auxiliary ingredients 0.0-40% by wt. ______________________________________Leather and fur treated with the treating agent of the invention can be washed in water. Even when washed in water, they retain flexibility, have an excellent dimensional stability and are enhanced in water absorption into leather fiber. Further, they are improved in tear strength, tensile strength and hand and become easy to sew by means of a domestic sewing machine.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: April 26, 1994
    Assignees: Nihon Junyaku Co., Ltd., Alota Co., Ltd.
    Inventors: Mitsuo Ishikawa, Ikumi Ohnuki, Tomoya Ishiyama, Toshiaki Matsuura
  • Patent number: 5286854
    Abstract: Basic azo dyes useful for dyeing or printing polymeric material have the formula ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkanoylamino,R.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or a radical of the formula CO-X, andX is hydroxyl, C.sub.1 -C.sub.4 -alkoxy, amino, mono- or di(C.sub.1 -C.sub.6 -alkyl)amino or a radical of the formula ##STR2## where n is 0 or 1,R.sup.3, R.sup.4 and R.sup.5 are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl,R.sup.6 is hydrogen or C.sub.1 -C.sub.4 -alkyl,L is C.sub.2 -C.sub.6 -alkylene, andAn.sup..crclbar. is one equivalent of an anion,with the proviso that at least one basic or quaternary radical is present in the molecule.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: February 15, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Erwin Hahn, Heidi Hengelsberg, Udo Mayer
  • Patent number: 5240466
    Abstract: The present invention relates to a process for dyeing leather by the exhaust method, characterized in that water-insoluble sulphur dyes in dispersed form are used.
    Type: Grant
    Filed: February 12, 1992
    Date of Patent: August 31, 1993
    Assignee: Casella Aktiengesellschaft
    Inventors: Wolfgang Bauer, Hubert Kruse, Gert Nagl, Jan-Hilbert Mast, Lothar Schlosser
  • Patent number: 5240463
    Abstract: The process for dyeing leather by the exhaust method comprises allowing a pigment dispersion and an aqueous solution of sulfur dye to act on the conventionally pretreated leather in one step or in succession. It affords a high depth of shade and a high brilliance which are not achieved by using the pigment or the sulfur dye on its own.
    Type: Grant
    Filed: January 29, 1992
    Date of Patent: August 31, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Weinheimer, Norbert Ambrecht, Lothar Schlosser
  • Patent number: 5233027
    Abstract: The new disazo dyestuffs of the formula (I) ##STR1## in which the substituents and indices have the meaning given in the description, and salts thereof are outstandingly suitable for dyeing cellulose-containing materials and leather in blue shades having good wet- and light-fastnesses.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: August 3, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Hinrichs, Klaus Kunde
  • Patent number: 5208325
    Abstract: Cationic 1,3,4-thiadiazole dyestuff of the formula ##STR1##in whichR.sup.1 and R.sup.2, independently of one another, denote hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, a heterocycle, said heterocycle having a direct bond to the nitrogen atom, or being bound through a methylene or ethylene group, or R.sup.1 and R.sup.2, together with the nitrogen atom to which they are attached form a heterocycle,R.sup.3 denotes alkyl, alkenyl or aralkyl,R.sup.4 denotes hydrogen or alkyl,R.sup.5 denotes acyl,R.sup.6 and R.sup.7, independently of one another, denote hydrogen, alkyl, alkoxy, aryloxy or halogen andR.sup.8 and R.sup.9, independently of one another, denote hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, a heterocycle, said heterocycle having a direct bond to the nitrogen atom, or being bound through a methylene or ethylene group, or R.sup.8 and R.sup.9, together with the nitrogen atom to which they are attached form a heterocycle, orR.sup.6 and R.sup.8 together with the nitrogen to which R.sup.
    Type: Grant
    Filed: December 11, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Berneth, Klaus Leverenz
  • Patent number: 5176717
    Abstract: The use of compounds of the formula ##STR1## in which the symbols are as defined in claim 1, for dyeing leather is described.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: January 5, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Schaulin, Peter Moser, Alois Puntener
  • Patent number: 5160504
    Abstract: Use of metal complex dyes comprised of metalizable azo compounds to dye metal-tanned leather which makes possible good permeability and excellent color fastness to rubbing and color fastness to light.
    Type: Grant
    Filed: October 28, 1991
    Date of Patent: November 3, 1992
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Takashi Ono, Tatsuya Yagyu, Katsumi Fukuda, Minako Terasaki
  • Patent number: 5152801
    Abstract: There is disclosed a process for dyeing leather by the exhaust process, which comprises treating leather with an aqueous liquor which contains a formulation comprising a black anionic dye and a sulfonated carbon black. The leather dyeings obtained by this process have good allround fastness properties.
    Type: Grant
    Filed: December 5, 1990
    Date of Patent: October 6, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Altermatt, Alois Puntener, Peter Moser, Ernst Tempel
  • Patent number: 5145484
    Abstract: The invention relates to a stable, dust-free commercial form comprising at least one water-soluble monoreactive dye which comprises a monofluoro-s-triazine reactive radical, and/or at least one water-soluble polyreactive dye in a polyvinyl alcohol envelope.The dyeings obtained with the stable, dust-free commercial form are distinguished by good general fastness properties.
    Type: Grant
    Filed: March 29, 1991
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger Lacroix, Ulrich Strahm
  • Patent number: 5131917
    Abstract: A reactive dye composition comprising a monoazo compound of the following formula (I) in the free acid form, ##STR1## and at least one member selected from monoazo compounds of the following formulas (II) to (IV) in each free acid form, ##STR2## wherein Z, Z' and Z'" are each --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.1, --CH.sub.2 CH.sub.2 Z.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.3, respetively, in which Z.sub.1, Z.sub.2 and Z.sub.3 are each a group capable of being split by the action of an alkali, Z" is --CH.dbd.CH.sub.2, and any one of X and Y is sulfo, and the other is hydrogen, exhibits superior dye performance such as solubility, storage stability and build-up property, and is useful for dyeing or printing fiber materials such as cellulose fiber in a red color excellent in various fastness properties.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: July 21, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tetsuya Miyamoto, Yutaka Kayane, Sadanobu Kikkawa, Kingo Akahori
  • Patent number: 5123930
    Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,whereinR.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl (C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen; C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: June 23, 1992
    Assignee: Sandoz Ltd.
    Inventor: Peter Bitterli
  • Patent number: 5114430
    Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where B is an aliphatic or sulfo-free aromatic bridge member, R is .alpha.,.beta.-dihalopropionyl, .alpha.-haloacryloyl or haloacetyl, T.sub.1 is halogen, X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, cyano or nitro, Y is --CO-- or --SO.sub.2 --, Z is nitrogen or --C--T.sub.2, T.sub.2 is halogen, hydrogen, C.sub.1 -C.sub.4 alkylthio, cyano, formyl or C.sub.1 -C.sub.4 alkylsulfonyl, m is 1, 2 or 3, n is 0, 1 or 2, q is 0 or 1, and r and s are each either 0 or 1 but never the same as each other, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: May 19, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lehmann
  • Patent number: 5074884
    Abstract: To improve the affinity of anionic dyestuffs in the dyeing of leather materials, polycondensation products consisting of at least one amine of the formula ##STR1## in which the radicals have the meanings mentioned in the description with one dicarboxylic acid and, if desired, .omega.-aminocarboxylic acid or its lactam are highly suitable.
    Type: Grant
    Filed: October 2, 1990
    Date of Patent: December 24, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Winfried Mennicke, Harro Traubel
  • Patent number: 5032142
    Abstract: Trichromatic dye mixtures containing(i) as the orange componentat least one dye of the formula ##STR1## or a salt thereof, or, as the yellow component,at least one dye of the formula ##STR2## or a salt thereof, whereinR.sub.1 is hydrogen or C.sub.1-4 alkyl,R.sub.2 is hydrogen, C.sub.1-4 alkyl or substituted C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen, C.sub.1-6 alkyl or substituted C.sub.1-6 alkyl,R.sub.10 is hydrogen or C.sub.2-3 hydroxyalkyl, andR.sub.11 is C.sub.2-3 hydroxyalkyl or 2-(2'-hydroxyethoxy)ethyl, with the proviso that when R.sub.11 is 2-(2'-hydroxyethoxy)ethyl, R.sub.10 must be hydrogen,(ii) as the red component,at least one dye of the formula ##STR3## or a salt thereof, wherein each of D and D' is independently ##STR4## wherein m is 1 or 2, each R.sub.5 is independently hydrogen or C.sub.1-4 alkyl,each R.sub.6 is independently hydrogen, C.sub.1-4 alkyl or C.sub.2-4 hydroxyalkyl, andx is linear or branched C.sub.2-6 alkylene, linear or branched C.sub.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: July 16, 1991
    Assignee: Sandoz Ltd.
    Inventors: Walter B. Egger, Ernst Schnider
  • Patent number: 5007941
    Abstract: There is disclosed a process for dyeing leather by the exhaust process, which comprises treating leather with an aqueous liquor which contains a formulation comprising an anionic dye and a pigment. The leather dyeings obtained by this process have good allround fastness properties.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: April 16, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Bruno Martinelli, Markus Ghezzi, Gunter Streicher
  • Patent number: 5006128
    Abstract: Compounds of the formula ##STR1## and salts thereof, whereinR.sub.1 is hydrogen or methyl,R.sub.2 is hydrogen, methyl or acetamido,R.sub.3 is hydrogen, methyl or methoxy,R.sub.4 is hydrogen, C.sub.1-4 alkyl or hydroxy(C.sub.2-4 alkyl),R.sub.5 is hydroxy(C.sub.2-4 alkyl) or hydroxy(C.sub.2-4 alkoxy)C.sub.2-4 alkyl, or--NR.sub.4 R.sub.5 is a 5- or 6-membered ring containing 1 to 3 hetero atoms which ring is unsubstituted or substituted by 1 to 3 substituents selected from C.sub.1-4 alkyl and C.sub.2-4 alkyl monosubstituted by hydroxy or amino, andthe two naphthyl-2 groups are identically substituted, with the proviso that when R.sub.3 is methoxy, R.sub.1 and R.sub.2 are different, solid and aqueous liquid dye compositions and printing inks comprising such compounds and salts and the use of such compounds and salts for dyeing and printing substrates, especially hydroxy group- and nitrogen-containing organic substrates.
    Type: Grant
    Filed: August 25, 1989
    Date of Patent: April 9, 1991
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 5002586
    Abstract: A process for the dyeing or printing of leather with anionic metal complex dyes wherein the metal complex dyes are metal complexes of metallizable monoazo dyes or metallizable monoazomethine dyes or both metallizable monoazo and monoazo methine dyes and before the application of the dye or after the application of the dye or both before and after the application of the dye the leather is treated with a product (P) or a mixture of products (P) or an acid addition product thereof, product (P) being a polymer obtainable by reaction of(.alpha.) a mono-functional or poly-functional amine containing one or more amino groups of the group consisting of primary, secondary and tertiary amino groupswith(.beta.) cyanamide, dicyanodiamide, guanidine or biguanide or a mixture in which up to 50 mole percent of the cyanamide, dicyanodiamide, guanidine or biguanide are replaced by a di-carboxylic acid or a mono- or diester thereofwith cleavage of ammonia or a further reaction product thereof with reactant(.gamma.
    Type: Grant
    Filed: August 5, 1988
    Date of Patent: March 26, 1991
    Assignee: Sandoz Ltd.
    Inventors: Michel Dien, Willi Egli
  • Patent number: 4877412
    Abstract: Compounds of the formula ##STR1## in free acid or salt form and internal, external and acid addition salts thereof, whereinK is ##STR2## wherein R.sub.3 -R.sub.5, R.sub.20, R.sub.21 and X-Z are as defined in the specification,each of Q.sub.1 and Q.sub.2 is independently hydrogen or --SO.sub.3 M.sub.1,each R.sub.1 and R.sub.2 is independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --COOM, andn is 0 or 1,wherein each M and M.sub.1 is independently hydrogen or a nonchromophoric cation, with the provisos that (i) the compound contains at least one --SO.sub.3 M or --SO.sub.3 M.sub.1 group, (ii) when K is a gruop of Formula (a), at least one of R.sub.4 and R.sub.5 is hydrogen, (iii) the total number of anionic groups equals or exceeds the total number of basic and cationic groups, (iv) the positive charge of each cationic group is balanced by the negative charge of an --SO.sub.3.sup..crclbar. or --COO.sup..crclbar.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: October 31, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4840642
    Abstract: Compounds of the formula ##STR1## and salts thereof, useful for dyeing and printing hydroxy group - or nitrogen-containing organic substrates, for example, leather and fibrous materials containing or consisting of natural or synthetic polyamides or natural or regenerated cellulose; preferably textile material containing or consisting of cotton which is preferably dyed using the exhaust dyeing method.
    Type: Grant
    Filed: September 4, 1987
    Date of Patent: June 20, 1989
    Assignee: Sandoz Ltd.
    Inventors: Gunther Auerbach, Helmut A. Moser
  • Patent number: 4836827
    Abstract: The compounds of the formula (1) given in claim 1 are suitable for use as dyes for dyeing a wide range of textile and non-textile materials and in particular for dyeing leather and pelts.
    Type: Grant
    Filed: January 29, 1988
    Date of Patent: June 6, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Alois Puntener
  • Patent number: 4820309
    Abstract: Complexes of the formula ##STR1## wherein each R.sub.1 is independently (a) the radical of a coupling component of the active methylene non-cyclic or homocyclic series, (b) the radical of a coupling component of the heterocyclic series or (c) the radical of a coupling component of the monocyclic benzene series,with the proviso that at least one R.sub.1 is the radical of a coupling component of the active methylene non-cyclic or homocyclic series,each R.sub.2 is independently hydrogen, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5,each R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5, andeach M and M.sub.1 is independently hydrogen or a cation,wherein each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.2-3 hydroxyalkyl, andeach R.sub.5 is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-3 hydroxyalkyl, cyclohexyl, cyclohexyl substituted by methyl, phenyl or phenyl substituted by methyl, with the proviso that at least one of Ring A and R.sub.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: April 11, 1989
    Assignee: Sandoz Ltd.
    Inventor: Herbert Holliger
  • Patent number: 4818246
    Abstract: For improving the light-fastness of leather dyed with anionic dyes, the leather is treated, before, during or after dyeing, with a compound of copper.
    Type: Grant
    Filed: September 17, 1987
    Date of Patent: April 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Alois Puntener, Gerhard Back, Josef Koller
  • Patent number: 4816034
    Abstract: A water soluble direct black polyazo dyestuffs mixture comprising trisazo dyestuffs, polyazo dyestuffs and disazo dyestuff.
    Type: Grant
    Filed: August 12, 1986
    Date of Patent: March 28, 1989
    Assignee: The Atul Products Limited
    Inventors: Girish I. Bhatt, Subrao S. Kulkarni, Chandrashekhar B. Upasani, Mukundbhai Bhatt
  • Patent number: 4813972
    Abstract: 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 potentially at least bidentate bianionic complexible organic compound which contains no azo or azomethine group, L is a colorless monofunctional ligand, X is a fibre-reactive radical, Ka is a cation, K is 0 or 1, m is 1, 2 or 3, n is 1 or 2, and the X radical and the SO.sub.3.sup..crclbar. Ka group are each bonded to the radicals A and B, to a process for preparing the chromium complexes of the formula (1), and to a combined preparation and dyeing process.
    Type: Grant
    Filed: October 7, 1987
    Date of Patent: March 21, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
  • Patent number: 4804386
    Abstract: A chromium complex dye of the formula ##STR1## and salts thereof are used for dyeing polyamides or leather.
    Type: Grant
    Filed: February 2, 1988
    Date of Patent: February 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventor: Klaus Grychtol
  • Patent number: 4804387
    Abstract: Aqueous dye mixtures for black shades containing as dyes essentially those dyes which have the C.I. number 19,140, 40,000 or 47,035, in the form of the alkanolammonium salt, and also the dyes of the formula I, II and/or III ##STR1## where the cations R.sup.+ are each independently of the others an alkanolammonium cation, a substituted or unsubstituted ammonium cation or an alkali metal cation, and the quantities of the individual dyes are such as to produce a black, are suitable in particular for dyeing paper and leather.
    Type: Grant
    Filed: November 27, 1987
    Date of Patent: February 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Juergen Degen, Rudolf Bermes, Sigberg Pfohl
  • Patent number: 4801695
    Abstract: Iron complex dyes which are particularly suitable for dyeing leather in brown shades are obtained by coupling a naphthylaminesulfonic acid with resorcinol, subsequently coupling the reaction product with 4-nitro-2-aminophenol and metallizing with an iron compound.
    Type: Grant
    Filed: March 13, 1987
    Date of Patent: January 31, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Alois Puntener
  • Patent number: 4799933
    Abstract: A mixture comprising a yellow dye and a red dye each of formula I and a grey dye of formula II is employed in accordance with claim 1 for the trichromatic dyeing of leather.
    Type: Grant
    Filed: January 12, 1987
    Date of Patent: January 24, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Fabio Beffa, Josef Koller
  • Patent number: 4784668
    Abstract: Compounds which, in the form of the free acid, are of the general formula I ##STR1## where D is phenyl which unsubstituted or substituted by fluorine, chlorine, bromine, nitro, cyano, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or hydroxysulfonyl or by unsubstituted or substituted carbamyl or sulfamyl, andK is a radical of a heterocyclic coupling component, and the rings A and E may furthermore be substituted by methyl, methoxy, chlorine or hydroxysulfonyl.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: November 15, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Breitschaft, Udo Mayer, Guenther Seybold
  • Patent number: 4764175
    Abstract: Metal-free compounds of the formula, ##STR1## and 1:1 copper complexes of metallizable metal-free compounds of said formula and internal and external salts of metal-free compounds of said formula and of 1:1 copper complexes of metallizable metal-free compounds of said formula, whereineach Q is independently linear or branched C.sub.2-6 alkylene; linear or branched C.sub.2-6 alkylene interrupted by --O--, --S-- or --NR.sub.4 --; linear or branched C.sub.3-6 alkylene monosubstituted or disubstituted by hydroxy or --*NHCO--CH.sub.2 --, wherein the * denotes the atom attached to the --NR.sub.4 -- radical,each R.sub.1 is independently hydrogen, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino, --SO.sub.2 NR.sub.3 R.sub.4, --CONR.sub.4 --C.sub.6 H.sub.5 or benzamido,R.sub.2 is hydrogen, hydroxy, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino or --NHCONR.sub.3 R.sub.4,X is --NR.sub.5 R.sub.6 or --N.sup..sym. R.sub.7 R.sub.8 R.sub.9 An.sup..crclbar.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: August 16, 1988
    Assignee: Sandoz Ltd.
    Inventors: Jacky Dore, Reinhard Pedrazzi
  • Patent number: 4710198
    Abstract: 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: Grant
    Filed: December 9, 1985
    Date of Patent: December 1, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Fabio Beffa, Hans U. Schutz
  • Patent number: 4699628
    Abstract: A process for the preparation of a water soluble direct green polyazo dyestuffs mixture in situ comprising phosgenation of a mordant yellow dye and an acid green dye using phosgene gas in an aqueous alkaline medium at a temperature between 50.degree. C. to 80.degree. C. and isolating or recovering the dyestuffs mixture from the phosgenation reaction mass and water soluble direct green polyazo dyestuffs mixture obtained thereby.
    Type: Grant
    Filed: August 12, 1986
    Date of Patent: October 13, 1987
    Assignee: The Atul Products Limited
    Inventors: Nagajibhai T. Patel, Subrao S. Kulkarni, Garish I. Bhatt
  • Patent number: 4694075
    Abstract: The compounds of the formula ##STR1## where Y is hydrogen, chlorine, bromine or nitro, Z is hydrogen, chlorine, bromine, a sulfonic ester group or unsubstituted or substituted sulfamyl, X is --O-- or ##STR2## R is alkylene which may or may not be interrupted by oxygen or ##STR3## m is 0 or 1, p is 1 or 2, R.sup.1 and R.sup.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aralkyl, or aryl, or R.sup.1 and R.sup.2 together with the nitrogen form a heterocyclic structure, R.sup.3 is hydrogen or unsubstituted or substituted alkyl, R.sup.6 and R.sup.7 independently of one another are each hydrogen, unsubstituted or substituted alkyl, alkoxy or acylamino, K is a radical of a coupling component, A.crclbar. is an anion, R.sup.4 is unsubtituted or substituted alkyl and R.sup.5 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: January 21, 1986
    Date of Patent: September 15, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Colberg, Erwin Hahn
  • Patent number: 4668238
    Abstract: A process of dyeing a leather substrate comprising applying to the leather substrate a mixture of at least one compound of the formula ##STR1## and at least one compound of the formula ##STR2## wherein each R is independently ##STR3## wherein: R.sub.3 is hydrogen, --SO.sub.3 M or --COOM, andR.sub.4 is hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,each R.sub.1 is independently a coupling component radical, andeach n is independently 1 or 2, wherein each M is independently hydrogen or a cation.
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: May 26, 1987
    Assignee: Sandoz Ltd.
    Inventor: Heinz Wicki
  • Patent number: 4634448
    Abstract: Disclosed herein is a method for dyeing of natural leathers by using a reactive dyestuff having at least one S-triazinyl group to which a substituent group having a quaternary nitrogen atom is bonded via the quaternary nitrogen atom without using any acid-binder, any substance releasing the acid-binder or any inorganic electrolyte, thereby obtaining the dyed natural leathers excellent in light fastness, alkaline-sweat and wet fastness.
    Type: Grant
    Filed: August 8, 1985
    Date of Patent: January 6, 1987
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Syohei Ajioka, Toshio Tanaka
  • Patent number: 4620852
    Abstract: Artificial leather and a dyeing method therefor; the leather includes ultrafine polyamide fibers and is particularly a grained artificial leather having bright, deep color, good color fastness to dry cleaning with charged soap, a delicate touch free from any undesirable rubber-like feeling, as well as high durability.A super-entangled fiber base is provided comprising ultrafine polyamide fibers and/or bundles thereof; polyurethane including polyoxyethylene of molecular weight of 500-5,000 is applied. The polyamide ultrafine fibers are dyed with a metal-dye complex and a fixing agent.
    Type: Grant
    Filed: June 19, 1984
    Date of Patent: November 4, 1986
    Assignee: Toray Industries, Inc.
    Inventors: Toshio Nishikawa, Shiro Imai, Kenkichi Yagi, Yuriko Yoshida, Masato Shimada, Junnosuke Nagashima, Teruo Nakamura
  • Patent number: 4592756
    Abstract: A dye solution composition containing a black dye obtained by the action of at least one acid or its salt:HO(CH.sub.2).sub.n SO.sub.3 H, Cl(CH.sub.2).sub.n COOH, Br(CH.sub.2).sub.n COOH (n=1 or 2)on one or a mixture of dyes of the formula (I): ##STR1## wherein R is phenylene or naphthylene residue; X and X' are each H, sulfonic acid group or sulfonate group; Y and Y' are each H or alkali metal; R' is one of amino group-containing radicals: ##STR2## (the carboxyl group may be carboxylate group and the sulfonic acid group may be sulfonate group), except that when R' has not sulfonic acid group, X and X' are not the same and when R' has sulfonic acid group, X and X' are H. This is highly stable, preservative and water soluble, and is useful as ink composition for ball-point pen and ink jet recording.
    Type: Grant
    Filed: February 6, 1985
    Date of Patent: June 3, 1986
    Assignee: Taoka Chemical Company, Limited
    Inventors: Sinjiro Kawasaki, Hideo Kitagawa, Yutaka Nishii
  • Patent number: 4560386
    Abstract: Disclosed is a method for dyeing sueded wool- or fur-bearing skins tone-in-tone in a single bath and in one step. The dyeing is carried out with reactive dyestuffs bearing at least one reactive group selected from acryloylimino, halogenoacryloylimino and .beta.-halogenopropionylimino, in the presence of non-ionic or anionically modified polyalkoxylated surfactants.
    Type: Grant
    Filed: March 16, 1984
    Date of Patent: December 24, 1985
    Assignee: Sandoz Ltd.
    Inventors: Tony A. Hopkins, Rudolf Seitz
  • Patent number: 4540775
    Abstract: The compound of the formula, ##STR1## a pigment existing in a yellow (.alpha.) modification and an orange (.beta.) modification, the latter being obtained by treatment of the .alpha. form with boiling organic solvents, is useful for the mass pigmenting of synthetic plastics and resins, free from or containing solvents, such as viscose, cellulose acetate, polyethylene, polystyrene, polyvinyl chloride and synthetic leathers and rubbers, of surface coatings such as paints and lacquers and of inks and for pigment printing, textile coating and pigmenting paper in the mass.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: September 10, 1985
    Assignee: Sandoz Ltd.
    Inventor: Bansi L. Kaul
  • Patent number: 4519802
    Abstract: The dyes of the formula I indicated in patent claim 1 are suitable for dyeing furs and especially leather.They are preferably used as a mixture with a blue dye and a red dye for dyeing leather by the trichromatic process.
    Type: Grant
    Filed: February 8, 1984
    Date of Patent: May 28, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Alois Puntener