Sulfonated Azo Patents (Class 8/681)
  • Patent number: 7078497
    Abstract: The dyes of formula (1) according to claim 1 and the copper complexes of dyes of formula (2) according to claim 9 or the mixtures of mono-copper complex with the bis-copper complex are excellently suitable for dyeing paper with good light-fastness properties.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: July 18, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Adolf Käser, Holger Lautenbach
  • Patent number: 6997978
    Abstract: The present invention is drawn to magenta dye blends and magenta ink-jet inks that can be used in ink sets for creating photo quality images. The dye blend can comprise a nickel-containing azo dye blended with a rhodamine dye at a 1:80 to 125:4 weight ratio.
    Type: Grant
    Filed: July 18, 2003
    Date of Patent: February 14, 2006
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Alexey S Kabalnov, Charles G. Dupuy, Patricia A Wang
  • Patent number: 6991676
    Abstract: The present invention is drawn to dye sets for formulating ink-jet ink sets, and to specific ink sets. The dye set can comprise cyan colorant including a phthalocyanine dye; magenta colorant including a copper- or nickel-containing azo dye; and yellow colorant including at least one of Yellow 1189 dye and Yellow 104 dye yellow colorant having the structure Formula 1: wherein R1 is H, SO3M, COOM, or SO2NH2; and wherein R2 is H, SO3M, COOM, or SO2NH2; and wherein R3 is H or CH3; and wherein n and m are 2, 3, 4, 5 or 6; and wherein M is H, Na, Li, K, ammonium, ammonium substituted with alkyl or combinations thereof. Optionally, a cyan triarylmethine dye such as Acid Blue 9, or another similar cyan dye, can be blended with the phthalocyanine dye; a rhodamine dye can be blended with the copper- or nickel-containing azo dye; and/or Acid Yellow 17 or Acid Yellow 23 can be blended with Formula 1.
    Type: Grant
    Filed: July 18, 2003
    Date of Patent: January 31, 2006
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Alexey S Kabalnov, Charles G. Dupuy, Luanne J. Rolly, Naomi Oak, Patricia A Wang
  • Patent number: 6984723
    Abstract: Use of the mono-copper complex of a dye of formula (1) wherein Z1, Z2, R1, R2, R3, R4, X, n and m are as defined in the claims, and mixtures thereof with the bis-copper complex of such a dye, for dyeing natural and synthetic material.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: January 10, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Adolf Käser
  • Patent number: 6930178
    Abstract: The present invention relates to novel 1:2 chromium complex dyes, processes for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen. The present invention relates to a 1:2 chromium complex dye of formula (I): wherein all substituents are as defined in the claims, a process for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen.
    Type: Grant
    Filed: September 26, 2002
    Date of Patent: August 16, 2005
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Rainer Nusser, Georg Schoefberger, Reinhard Pedrazzi
  • Patent number: 6844428
    Abstract: The invention relates to the use of disazo compounds according to formula (I) wherein all substituents are as defined in claim 1 salts thereof and mixtures of these compounds for dyeing or printing organic substrates, to novel compounds, to the process for the production of these compounds and to substrates dyed or printed by these compounds.
    Type: Grant
    Filed: December 3, 2001
    Date of Patent: January 18, 2005
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Ludwig Hasemann, Friedrich Lehr
  • Patent number: 6767394
    Abstract: A composition comprising a dye of Formula (I) and a dye of Formula (II) or salts thereof, and use of the composition in ink jet printing
    Type: Grant
    Filed: September 4, 2002
    Date of Patent: July 27, 2004
    Assignee: Avecia Limited
    Inventors: Andrew Paul Shawcross, Mark Holbrook, Paul Nicholas Ewing
  • Patent number: 6727351
    Abstract: Azoxy dyes of the general formula I in the form of the free acid where n is 0 or 1, each R1 is selected from the group consisting of methoxy, hydroxyl and carboxyl, each R2 is selected from the group consisting of carboxyl, amino, C1-C4-alkylamino, allylamino, benzylamino and methoxycarbonylmethylamino, and the phenyl rings A may additionally be substituted by C1-C8-alkyl, unsubstituted or methyl- or halogen-substituted phenyl, hydroxyl, amino, nitro, halogen, carboxyl, N-benzylcarbamoyl, unsubstituted or nitro-, halogen-, C1-C4-alkoxy- or acetoxy-substituted phenylcarbamoyl and naphthylcarbamoyl or be benzofused, their copper complexes, a process for preparing the copper complex dyes, azoxy dyes of the formula I in their partially or completely deacylated form, their copper complexes, colorants comprising these azoxy dyes and/or their copper complexes and also their use for dyeing and printing natural or synthetic substrates.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: April 27, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Tresch, Karl-Heinz Etzbach, Rüdiger Sens, Claudia Kräh
  • Patent number: 6712862
    Abstract: Granular compacts (G) of a mixture of (A) at least one water-soluble dye or optical brightener, and (B) extender and, optionally, (C) at least one hydrophilic surfactant and/or (D) further additives, additionally containing (E) a dust-binding oil, are low-dust dry formulations of high bulk density which feature good dissolution, transportation and storage properties and are outstandingly suitable for the dyeing of the respective substrates.
    Type: Grant
    Filed: May 1, 2000
    Date of Patent: March 30, 2004
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Roland Grimm, Claude Haldimann, Werner Schumann
  • Publication number: 20030226221
    Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.
    Type: Application
    Filed: January 24, 2003
    Publication date: December 11, 2003
    Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
  • Patent number: 6660048
    Abstract: The aqueous dye solutions of the composition shown in claim 1 are distinguished by a good storage stability and are suitable for dyeing paper in red color shades.
    Type: Grant
    Filed: April 17, 2001
    Date of Patent: December 9, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Alfred Höhener, Roland Frick, Adolf Kaeser
  • Publication number: 20030136301
    Abstract: A composition comprising a dye of Formula (I) and a dye of Formula (II) or salts thereof, and use of the composition in ink jet printing.
    Type: Application
    Filed: September 4, 2002
    Publication date: July 24, 2003
    Inventors: Andrew Paul Shawcross, Mark Holbrook, Paul Nicholas Ewing
  • Patent number: 6511535
    Abstract: The invention relates to a method for printing fibrous textile materials using the ink-jet printing technique, wherein the fibrous materials are printed with an aqueous ink that comprises at least one acid dye according to claim 1 and that has a viscosity of from 1 to 40 mPa·s.
    Type: Grant
    Filed: January 3, 2001
    Date of Patent: January 28, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Roger Lacroix, Peter Scheibli, Mickael Mheidle
  • Patent number: 6365719
    Abstract: Compounds of formula (I) with the meanings of D, R1, R2, X and Y as given in claim 1 can be used as paper dyes or direct dyes or for the preparation of ink-jet inks.
    Type: Grant
    Filed: March 27, 2000
    Date of Patent: April 2, 2002
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Friedrich Lehr
  • Patent number: 6254671
    Abstract: In one embodiment, the present invention relates to a green shade yellow pigment composition comprising a compound having the formula: wherein R1 and R2 are independently hydrogen, halogen, an alkyl group having 1 to about 4 carbon atoms, an alkoxy group having 1 to about 4 carbon atoms, an alkoxycarbonyl group having 1 to about 6 carbon atoms, nitro, cyano, phenoxy or trifluoromethyl; and M2+ is a divalent metal. The green shade yellow pigment composition is suitable for use in plastics, paints, inks, electrostatic toners, powder coatings, and paper.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: July 3, 2001
    Assignee: Engelhard Corporation
    Inventor: Byron G. Hays
  • Patent number: 6221114
    Abstract: Dye salts which are free from fiber-reactive radicals and have the formula where Chr is an (m+n)-valent radical of a chromophore from the series of the metal-free or metal-containing phthalocyanines, of the quinacridones, of the mono-, dis- or polyazo dyes, of the anthraquinones or copper formazans, Ar is phenyl or naphthyl each of which is unsubstituted or substituted, x⊕ is a metal cation or ammonium ion, y⊕ is a proton, metal cation or ammonium ion, m is 1 to 6 and n is 1 to 6, the sum of m and n being not more than 7, are used in methods of dyeing or printing polymeric material and in dye preparations.
    Type: Grant
    Filed: September 17, 1999
    Date of Patent: April 24, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Würthner, Rüdiger Sens, Günther Seybold, Karl-Heinz Etzbach
  • Patent number: 6130320
    Abstract: Disazo dyes of formula (I) where one of the two symbols X.sup.1 and X.sup.2 means hydroxy and the other amino and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are as defined in the specification. The invention also relates to sulphonamides as their intermediate products and to the use of the dyes for the dyeing of natural and synthetic substrates.
    Type: Grant
    Filed: July 22, 1998
    Date of Patent: October 10, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Reichelt, Gerhard Wagenblast
  • Patent number: 6120561
    Abstract: Process for the preparation of low-salt liquid dyestuff preparations, characterized in that they are obtained by:a) diazotization of an aromatic amine,b) 2-fold coupling of the diazo component obtained according to a) to I-acid-urea, in the presence of an inorganic base and in the absence of an organic base,c) desalination and, if appropriate, concentration by means of a pressure permeation of the reaction mixture obtained according to b), so that an inorganic salt content of less than 1% by weight is achieved.
    Type: Grant
    Filed: April 17, 1997
    Date of Patent: September 19, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Wild, Volker Paulat, Wolfgang Frank, Shaun Murphree
  • Patent number: 6084078
    Abstract: 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: Grant
    Filed: December 17, 1997
    Date of Patent: July 4, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventor: Winfried Mennicke
  • Patent number: 6080209
    Abstract: 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: Grant
    Filed: September 25, 1998
    Date of Patent: June 27, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Wiesenfeldt, Johannes Peter Dix, Rudolf Paulus, Manfred Herrmann
  • Patent number: 6031083
    Abstract: The new disazo dyestuffs of the formula (I) ##STR1## wherein the substituents and the indices have the meanings given in the description,wherein more than 25 equivalent % of all the M cations in the molecule are alcohol ammonium radicals of the formula .sup..sym. NR.sub.1 R.sub.2 R.sub.3 R.sub.4 whereinR.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another represent hydrogen, C.sub.1 -C.sub.4 -alkyl and C.sub.2 -C.sub.4 -hydroxyalkyl, with the proviso that at least one of the radicals R.sub.1 -R.sub.4 denotes C.sub.2 -C.sub.4 -hydroxyalkyl,are excellently suitable for dyeing cellulose-containing materials, and in particular paper, and are distinguished by high degrees of fastness.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: February 29, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Kunde, Wolfgang Zarges
  • Patent number: 5922085
    Abstract: A process of preparing a dye composition and a resultant dye composition. The process includes preparing a mixture comprising a triphenylmethane dye and oxidation products by reacting methylenedianiline, aniline, an oxidation catalyst, and an oxidant; separating the oxidation products from the triphenylmethane dye to produce an aqueous solution of oxidation products; treating the solution of oxidation products with a basic compound; separating unreacted aniline from the solution of oxidation products and forming a mixture of oxidation products; and sulfonating the mixture of oxidation products to form a dye composition.
    Type: Grant
    Filed: September 30, 1997
    Date of Patent: July 13, 1999
    Assignee: BASF Corporation
    Inventors: Gray D. Ellis, Belinda J. DiMarcello, Debra J. Bradshaw
  • Patent number: 5883234
    Abstract: The novel process for dyeing cellulosic materials with disazo dyestuffs of the formula ##STR1## in which the substituents NHR.sup.1 and NHR.sup.2 are in each case in the 6- and/or 7-position and R.sup.1, R.sup.2, m, n, p and q have the meaning given in the description, produces blue dyeings with very good fastness properties.
    Type: Grant
    Filed: September 18, 1997
    Date of Patent: March 16, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Winfried Mennicke, Klaus Kunde
  • Patent number: 5834602
    Abstract: 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: Grant
    Filed: January 26, 1998
    Date of Patent: November 10, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Reichelt
  • Patent number: 5808016
    Abstract: The novel disazo dyestuffs of the formula (I) ##STR1## in which the substituents and indices have the meaning given in the description, are outstandingly suitable for dyeing cellulosic materials, in particular paper, and are distinguished by good fastness properties.
    Type: Grant
    Filed: September 17, 1997
    Date of Patent: September 15, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Kunde
  • Patent number: 5704951
    Abstract: A solid or dissolved dye mixture of azo dyes having fiber-reactive groups of the vinyl sulfone series, yielding dyeings of blue color shade, comprising one or more copper formazane dyes of the general formula (1) shown and defined in claim 1, one or more disazo dyes of the general formula (2) shown and defined in claim 1, and one or two monoazo dyes of the general formula (3) shown and defined in claim 1, respectively in the description part of the patent application, which dye mixtures are suitable for dyeing hydroxy- and/or caroboxamido groups containing materials, in particular fiber materials, such as cellulose fibers, for example cotton, wool and synthetic polyamide fibers, also together with other suitable dyes in trichromatic dyeing.
    Type: Grant
    Filed: April 1, 1996
    Date of Patent: January 6, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Daniele Negri, Andreas Von Der Eltz, Werner Hubert Russ, Bengt-Thomas Grobel
  • Patent number: 5700296
    Abstract: An azo compound of the following formulae (I) or (II): ##STR1## wherein Q.sub.1 represents a phenyl group or a naphthyl group, Q.sub.2 represents a phenyl group; R represents hydroxy group; R.sub.1 and R.sub.2 each independently represent a hydrogen atom, a hydroxy group, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a halogen atom; R.sub.3 and R.sub.4 each independently represent a hydrogen atom, a hydroxy group, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a substituted amino group; and X represents --NH--, --NHCO-- or --N.dbd.N--; or a salt thereof;and a polarizing film containing the same.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: December 23, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuya Ogino, Kaneo Yokoyama, Narutoshi Hayashi, Takashi Omura, Setsuko Yamamoto
  • Patent number: 5697985
    Abstract: This invention relates to a process for the preparation of storage-stable dye dispersions of alkali metal salts of anionic azo direct dyes by(a) preparing an aqueous slurry of an alkali metal salt of an azo direct dye, said salt having a solubility in water at 25.degree. C. of about 0.1 to about 15% by weight, by azo coupling one or more aromatic diazonium salts with one or more couplers while maintaining a pH of at least about 5 by adding a basic alkali metal compound in the absence of a nitrogen-containing base;(b) optionally, stirring the aqueous slurry at a temperature of about 5.degree. C. to about 100.degree. C. for up to about six hours;(c) optionally, adjusting the temperature of the aqueous slurry to about 5.degree. C. to about 40.degree. C.; and(d) adding to the aqueous slum/a viscosity enhancing agent in an amount sufficient to obtain a viscosity, determined at a temperature of about 20.degree. to about 25.degree. C.
    Type: Grant
    Filed: May 24, 1996
    Date of Patent: December 16, 1997
    Assignee: Bayer Corporation
    Inventors: James J. Good, Tanya T. Harper, Samuel S. Murphree, John G. Skabardonis
  • Patent number: 5668259
    Abstract: 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: Grant
    Filed: May 15, 1995
    Date of Patent: September 16, 1997
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Jordi Berenuger Barra, Herbert Holliger, Jose Rocas Sorolla
  • Patent number: 5665124
    Abstract: Dyeings having improved properties are obtained with a dyestuff of the following formula ##STR1## wherein the substituents have the meaning given in the description.
    Type: Grant
    Filed: October 20, 1995
    Date of Patent: September 9, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Joachim Wolff
  • Patent number: 5650497
    Abstract: Azo dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 independently of one another are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,R.sub.6 is hydrogen or C.sub.1 -C.sub.4 Alkyl,X is --C.sub.1 -C.sub.4 alkylene-O--C.sub.1 -C.sub.4 alkyl andY is hydrogen; unsubstituted or hydroxy- or C.sub.1 -C.sub.4 alkoxy-substituted C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.4 -alkonoyl or C.sub.1 -C.sub.4 alkoxycarbonyl; a radical of the formula --CH.sub.2 --CH.dbd.CH.sub.2 ;C.sub.1 -C.sub.4 alkylsulfonyl; or unsubstituted or C.sub.1 -C.sub.4 alkyl-, C.sub.1 -C.sub.4 alkoxy- or halogen-substituted phenylsulfonyl, produce dyeings with good fastness properties on fibre materials containing nitrogen or containing hydroxyl groups.
    Type: Grant
    Filed: July 15, 1996
    Date of Patent: July 22, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marie Adam, Peter Sutter
  • Patent number: 5632783
    Abstract: Reactive dye mixtures comprising the dyes of the formulae ##STR1## where Kat.sup..sym. is a cation, L is C.sub.2 -C.sub.4 -alkylene, and X.sup.1, X.sup.2, Y.sup.1 and Y.sup.2 are each vinyl or a radical of the formula C.sub.2 H.sub.4 -Q, where Q is a group detachable under alkaline reaction conditions, in a weight ratio of from 20:80 to 90:10, are useful for dyeing or printing hydroxyl-containing or nitrogenous organic substrates.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: May 27, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhold Krallmann, Manfred Sulflow
  • Patent number: 5611821
    Abstract: A black reactive dye composition comprising a black reactive dye of the formula (I) and multiple mono ##STR1## azo reactive dye. The black reactive dye composition is suitable for exhaust dyeing, printing, discharge printing and continuous dyeing.
    Type: Grant
    Filed: October 19, 1995
    Date of Patent: March 18, 1997
    Assignee: Everlight USA, Inc.
    Inventors: Huei C. Huang, Sheue R. Lee
  • Patent number: 5597387
    Abstract: 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: Grant
    Filed: November 9, 1995
    Date of Patent: January 28, 1997
    Assignee: Hoechst AG
    Inventors: Wolfgang Bauer, Dieter Baumgart, Walter Zoller
  • Patent number: 5559217
    Abstract: The dyestuffs of the formula ##STR1## in which A, R.sub.1, M and n are as defined in claim 1, are suitable for dyeing paper with good light-fastness.
    Type: Grant
    Filed: October 2, 1995
    Date of Patent: September 24, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf K aser
  • Patent number: 5545725
    Abstract: Disazo dyes are disclosed which are particularly suitable for dyeing paper.Paper is dyed with these dyes in greenish-yellow or yellow to red shades of good fastness properties.
    Type: Grant
    Filed: November 10, 1994
    Date of Patent: August 13, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf K aser, Willy Stingelin
  • Patent number: 5527889
    Abstract: Azo dyes of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, unsubstituted C.sub.2 -C.sub.4 alkanoylamino or C.sub.2 -C.sub.4 alkanoylamino which is substituted by hydroxy, sulfo or sulfato, or are halogen or sulfo,R.sub.3, R.sub.4 and R.sub.5 are each independently of one another hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen or sulfo,R.sub.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, halogen, sulfo, unsubstituted C.sub.2 -C.sub.4 alkanoylamino or C.sub.2 -C.sub.4 alkanoylamino which is substituted by hydroxy, sulfo or sulfato, or is a radical of formula --O--Y, wherein Y is hydrogen, C.sub.1 -C.sub.8 alkyl or C.sub.1 -C.sub.8 alkyl which is substituted by hydroxy, C.sub.1 -C.sub.4 alkoxy, sulfo or sulfato,R.sub.7 is hydrogen, C.sub.1 -C.sub.8 alkyl or hydroxy-substituted C.sub.1 -C.sub.8 alkyl, or C.sub.2 -C.sub.8 alkyl which is interrupted in the chain by the group --O-- or ##STR2## and X is C.sub.1 -C.
    Type: Grant
    Filed: April 17, 1995
    Date of Patent: June 18, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Jurgen Schaetzer, James C. Posey
  • Patent number: 5527887
    Abstract: Disazo acid dyestuff with the following general formula: ##STR1## wherein R represents H, C.sub.n H.sub.2n+1 wherein n is a natural number between 1 and 4, or (CH.sub.2).sub.m OR' wherein m is a natural number between 1 and 4 and R' represents C.sub.p H.sub.2p+1 wherein p is an integral number between 0 and 4; wherein R" represents H, CN or COOR wherein R has the same definition as above. The sulfo group may be at any position of the benzene ring.
    Type: Grant
    Filed: January 12, 1995
    Date of Patent: June 18, 1996
    Assignee: Allied Industrial Corp., Ltd.
    Inventors: Hsien-Chyang Tsien, Chen-Kung Chi, Hung Chang
  • Patent number: 5519121
    Abstract: Novel dyestuffs of the formula (I) ##STR1## in which DK denotes a radical of the formula ##STR2## where m is 1 or 2 and DK' denotes a radical of the formula ##STR3## where n is 1 or 2 R.sub.1 represents hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkyl,R.sub.2 represents hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sub.3 represents substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -acylamino andR.sub.4 represents substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl.have now been found.The invention also relates to a process for their preparation and to their use for dyeing/coloring and printing textiles and paper, in particular in printing inks containing these dyestuffs.
    Type: Grant
    Filed: February 24, 1995
    Date of Patent: May 21, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerd-Friedrich Renner, Peter Wild, Karin Hassenruck
  • Patent number: 5514783
    Abstract: 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: Grant
    Filed: April 28, 1995
    Date of Patent: May 7, 1996
    Assignee: Sandoz Ltd.
    Inventors: Jordi B. Barra, Jose R. Sorolla
  • Patent number: 5495003
    Abstract: The disazo dyestuffs and mixtures thereof, of the general formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and M possess the significances given in claim 1, are eminently suitable for dyeing or printing organic substrates containing hydroxyl, thiol or amido groups, especially cotton or paper.
    Type: Grant
    Filed: February 27, 1994
    Date of Patent: February 27, 1996
    Assignee: Sandoz Ltd.
    Inventors: Reinhard Pedrazzi, Ulrich Zirngibl
  • Patent number: 5489671
    Abstract: 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: Grant
    Filed: September 27, 1994
    Date of Patent: February 6, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuya Ogino, Yuriko Tamura, Takashi Omura, Mahito Fujita, Hideo Kawashita, Koji Aburada
  • Patent number: 5487761
    Abstract: The dyestuffs of the formula ##STR1## in which A, R.sub.1, M and n are as defined in claim 1, are suitable for dyeing paper with good light-fastness.
    Type: Grant
    Filed: April 20, 1994
    Date of Patent: January 30, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf Kaser
  • Patent number: 5466527
    Abstract: Stain-resistant nylon, especially cationic-dyeable carpet nylon, is prepared by dyeing cationic-dyeable nylon fibers with acid or premetallized dye. Lightfastness and depth of shade of an apparent value equal to acid dyeable nylons is obtained with superior stain resistance equal to commercially available solution dyed nylon carpeting.
    Type: Grant
    Filed: November 3, 1994
    Date of Patent: November 14, 1995
    Assignee: Burlington Industries
    Inventor: William G. Jenkins
  • Patent number: 5456728
    Abstract: An improved reactive dyestuff mixture comprises at least one monochlorotriazine dyestuff 1 and at least one monofluorotriazine dyestuff 2 and/or fluorochloropyrimidine dyestuff 3, and if appropriate additional dyestuffs having the formulae given in the description.
    Type: Grant
    Filed: December 14, 1994
    Date of Patent: October 10, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Max Schwarz, Joachim Grutze, Dietrich Hildebrand, Joachim Wolff, Frank-Michael Stohr
  • Patent number: 5445654
    Abstract: The disclosed black dye mixtures contain 50 to 95% by weight of one or more disazo dyes of the formula (1) and 5 to 50% by weight of one or more monoazo dyes of the formula (2) ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, identical to or different from each other, are each hydrogen, methyl, ethyl, methoxy, ethoxy, sulfo or carboxy,Y is in each instance independently of the others vinyl, .beta.-chloroethyl, .beta.thiosulfatoethyl or .beta.-sulfatoethyl, andM is hydrogen or an alkali metal.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: August 29, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Kurt Hussong, Werner H. Russ, Karl Krieger
  • Patent number: 5423100
    Abstract: Novel azo compounds having the specific structural formula (1) or (3) set out below, water-soluble dyes containing the compounds, and polarizing films containing the water-soluble dyes: ##STR1## wherein R.sub.1 represents a hydrogen or halogen atom or a hydroxyl, C.sub.1-2 alkyl, C.sub.1-2 alkoxy, C.sub.1-2 acylamino, cyano, carboxyl or sulfonic acid group; R.sub.3 and R.sub.8 individually represent a hydrogen atom or a hydroxyl, C.sub.1-2 alkyl or C.sub.1-2 alkoxy group; R.sub.2 and R.sub.4 individually represent a hydrogen atom or a hydroxyl, C.sub.1-2 alkyl, C.sub.1-2 alkoxy or C.sub.1-2 acylamino group; R.sub.5 represents a hydrogen atom or a carboxyl or C.sub.1-2 alkoxy group; R.sub.6 represents a hydrogen atom, a hydroxyl, amino, methylamino, .beta.-hydroxyethylamino or C.sub.1-2 acylamino group, or a phenylamino or benzoylamino group which the phenyl nucleus may be substituted by one or more nitro, amino, hydroxyl, C.sub.1-2 alkyl, carboxyl and/or sulfonic acid groups and/or chlorine atoms; R.sub.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: June 13, 1995
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tsutami Misawa, Akira Ogiso, Rihoko Imai, Hisato Itoh
  • 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: 5401277
    Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.
    Type: Grant
    Filed: May 17, 1994
    Date of Patent: March 28, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd