Polyazo Dye Patents (Class 8/687)
  • 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: 5352246
    Abstract: The invention relates to dye compositions for obtaining level dyeings on carboxamido-containing and hydroxyl-containing fiber materials, which dyeings have comparably good light and wetlightfastness properties, the dye compositions containing dioxazine dyes (I) and disazo dyes (II) (one or more than one from IIa to IIf) in a weight ratio of 90:10 to 10:90, preferably 60:40 to 10:90, in particular 40:60 to 15:85.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: October 4, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Hahnke, Marcos Segal, Werner H. Russ, Uwe Mrotzeck, Jutta Reiter, Christine Feuchtner
  • Patent number: 5320648
    Abstract: The invention relates to a process for dyeing or printing hydroxyl group containing fibre materials, which comprises using at least one yellow or orange dyeing dye of formula ##STR1## wherein the substituents are as defined in claim 1, together with at least one blue dyeing dye and/or at least one red dyeing dye. Level dyeings and prints with good allround fastness properties are obtained by the process of the invention.
    Type: Grant
    Filed: December 16, 1992
    Date of Patent: June 14, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: David H. McMullan, Rudolf Schaulin, Urs Lauk
  • Patent number: 5288294
    Abstract: The dyes of formula ##STR1## wherein X, Y and M are as defined in claim 1, are suitable for dyeing paper with good lightfastness.
    Type: Grant
    Filed: September 21, 1992
    Date of Patent: February 22, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf Kaser
  • Patent number: 5234467
    Abstract: The invention relates to a dye mixture comprising at least one dye of the formula ##STR1## in which R.sub.1 and R.sub.2, independently of one another, are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, R.sub.3 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, C.sub.5 -C.sub.7 cycloalkyl or phenyl, R.sub.4 is hydrogen or a radical of the formula ##STR2## R.sub.5 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, and benzene rings I and II may be further substituted, together with at least one dye of the formulae (2) to (6) given in the description.The dye mixtures are suitable for the dyeing or printing of natural and synthetic polyamide fibre materials, in particular in combination with other dyes.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: August 10, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Jurgen Schaetzer
  • Patent number: 5205838
    Abstract: Liquid dye preparations useful for making color ribbons or ballpoint pen pastes contain at least one dye of the formula ##STR1## where X is hydroxyl, amino or C.sub.1 -C.sub.15 -monoalkylamino, R.sup.1 and R.sup.4 are each a carboxylate group or substituted or unsubstituted C.sub.1 -C.sub.15 -alkoxy, R.sup.2 and R.sup.5 are each hydrogen, nitro or chlorine, and R.sup.3 is hydrogen or C.sub.1 -C.sub.13 -alkyl, plus as solvent at least one product selected from the group consisting of benzyl alcohol, tridecanol, isotridecanol, glycol ethers, olein, dialkyl phthalates, chloroalkanes, alkanes disubstituted by phenyl, dialkylnaphthalenes and partly hydrogenated terphenyl.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: April 27, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Dyllick-Brenzinger, Heinz Hartmann, Helmut Bellaire, Georg Zeidler
  • 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: 5108460
    Abstract: Azo chromophores having polyoxyalkylene substituents are linked together by a covalent bond or by an intervening connecting group to form dimers or trimers. The polyoxyalkylene substituents are straight or branched chain polymers primarily of ethylene oxide which make the dimer and trimer colorants useful as fugitive tints.
    Type: Grant
    Filed: October 19, 1990
    Date of Patent: April 28, 1992
    Assignee: Milliken Research Corporation
    Inventors: John B. Hines, Carey N. Barry, Jr.
  • Patent number: 5094665
    Abstract: The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, C.sub.2-4 alkanoylamino or an unsubstituted or substituted arylsulfonyl, aryloxy or arylcarbonyl radical, R.sub.2 is hydrogen, halogen, an unsubstituted or substituted alkyl, aryloxy or aryloxysulfonyl radical or a radical of the formula ##STR2## R.sub.3 is unsubstituted or substituted alkyl or aryl radical, R.sub.4 is hydrogen or alkyl and R.sub.5 and R.sub.6 independently of one another are hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical, and at least one dye of the formula (2) to (5) ##STR3## in which the benzene rings I, II and III can be substituted, ##STR4## in which the benzene rings IV, V and VI can be substituted and R is hydrogen or arylsulfonyl, ##STR5## in which B.sub.1, B.sub.2 and E.sub.1 are hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or C.sub.2-4 hydroxyalkoxy and X is straight-chain or branched C.sub.
    Type: Grant
    Filed: October 18, 1990
    Date of Patent: March 10, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Dieter Mausezahl
  • Patent number: 5092903
    Abstract: The invention relates to a process for dyeing or printing blends of cellulosic fibre materials and silk with reactive dyes, which process comprises impregnating said blends with reactive dyes of formula ##STR1## wherein D is the radical of a sulfonated dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 alkyl, Y is a radical ##STR2## m is 1 or 2 and X is chloro or bromo, subjecting the impregnated goods to an optional aftertreatment, and steaming the dyed goods to fix the dyes on the blend. Very good tone-in-tone dyeings and prints are obtained.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: March 3, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedhelm Niemann
  • Patent number: 5092905
    Abstract: Dye mixtures comprising(i) as a yellow component, at least one compound of the formula ##STR1## or a salt thereof, wherein R.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by halo,R.sub.2 is C.sub.1-4 alkyl or --COR.sub.6,wherein R.sub.6 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy or --NR.sub.7 R.sub.8,wherein each of R.sub.7 and R.sub.8 is independently hydrogen, C.sub.1-6 -alkyl or C.sub.2-6 alkyl mono-substituted by hydroxy,R.sub.4 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9,R.sub.5 is c.sub.1-4 alkyl or C.sub.2-6 alkyl monosubstituted by hydroxy,R.sub.10 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9, andR.sub.11 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, whereineach R.sub.3 is independently hydrogen or C.sub.1-4 alkyl, andeach R.sub.9 is independently (C.sub.1-6 alkyl)carbonyl or (C.sub.
    Type: Grant
    Filed: October 4, 1990
    Date of Patent: March 3, 1992
    Assignee: Sandoz Ltd.
    Inventor: Jacky Dore
  • Patent number: 5071442
    Abstract: A process for dyeing or printing cellulosic textile fibre materials by the trichromatic technique, which process comprises dyeing or printing said materials from an aqueous liquor with at least one red or reddish brown dyeing dye of formula ##STR1## and at least one yellow or orange dyeing dye of formula ##STR2## and at least one blue dyeing dye of formula ##STR3## wherein A.sub.1, A.sub.2, (B.sub.2).sub.1-3, R.sub.1, R.sub.2, R.sub.3, (R.sub.4).sub.1-2, (X).sub.1-2, (T.sub.1).sub.1-2, (T.sub.2).sub.1-2, (Y).sub.1-3 and Z in formulae (1) to (7) are as defined in claim 1.The process of this invention is suitable for dyeing or printing cellulosic fibre materials.
    Type: Grant
    Filed: January 4, 1991
    Date of Patent: December 10, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean P. Luttringer, Athanassios Tzikas, Pierre Galafassi
  • Patent number: 5045084
    Abstract: A process for the trichromatic dyeing or printing of natural and synthetic polyamide fibre materials, which comprises using at least one red dye of the formula ##STR1## in which D,R.sub.1,R.sub.2,R.sub.3,R.sub.4 and n are as defined in claim 1, together with at least one yellow or orange dye of the formula ##STR2## in which B.sub.1,B.sub.2,E.sub.1 and X are as defined in claim 1, or ##STR3## in which Z.sub.1,Z.sub.2 and Z.sub.3 are as defined in claim 1, or mixtures of dyes of the formulae (2) and (3), or a yellow dye of the formula ##STR4## in which W.sub.1,W.sub.2,W.sub.3 and W.sub.4 are as defined in claim 1, or mixtures of dyes of the formulae (2),(3) and (4) and at least one blue dye of the formula ##STR5## in which one Y and Z.sub.4 are as defined in claim 1 are used. The process according to the invention is suitable for dying natural or synthetic polyamide materials from aqueous liquor or for printing with printing pastes; and in particular for dyeing from short liquors.
    Type: Grant
    Filed: October 18, 1990
    Date of Patent: September 3, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Harald Walter
  • Patent number: 5034017
    Abstract: Dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description are highly suitable for the coloration of paper. They produce light and wetfast blue coloring.
    Type: Grant
    Filed: March 21, 1990
    Date of Patent: July 23, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Kunde, Peter Wild
  • 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: 5030244
    Abstract: Process for the preparation of granules by spray-drying of an aqueous suspension having a solids content of greater than/equal to 30% and containing at least one dye, fluorescent brightener or photoactivator and one condensation product from naphthalenesulfonic acid and formaldehyde and, if necessary, further auxiliaries and/or diluents. The spray-drying is carried out at a feed pressure of 50-150 bar, the residual moisture content of the product is less than 4%, and the granules obtained are in particular very pressure resistant and abrasion resistant.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: July 9, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Konrad Neumann, Angelika Hayer, Wolfgang Rehmann, Horst O. Brucker
  • Patent number: 5007942
    Abstract: Light-polarizing films or sheets, preferably based on vinyl alcohol homopolymers or copolymers contain dyestuffs of the formula ##STR1## in which X and Y have the meanings given in the description.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: April 16, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Claussen, Friedrich W. Krock
  • 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: 4935033
    Abstract: Natural polyamide fibres, in particular wool, are dyed by means of reactive dyes using the exhaust method in the presence of a dyeing assistant consisting of a combination of (a) quaternized ammonium compounds of polyglycol compounds and (b) of acidic esters or salts thereof derived from at least dibasic oxyacids and from polyglycol compounds, both the quaternary ammonium compounds and the acidic esters being derived from an aliphatic amine having 12 to 24 carbon atoms in the aliphatic moiety. The process comprises carrying out the dyeing in the additional presence of (c) a fatty alcohol/polyalkylene glycol ether of the formulaR-O-(alkylene-O.sub.m H (1)in which R is an aliphatic radical having at least 8 carbon atoms, "alkylene" is an ethylene radical or propylene radical and m is 3 to 25.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: June 19, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Mosimann, Dieter Mausezahl
  • Patent number: 4917705
    Abstract: The invention relates to a process for dyeing or printing natural or synthetic polyamide fiber materials which comprises dyeing or printing these fiber materials with reactive dyes of the formula ##STR1## where each M is a cation, R.sub.1 and R.sub.2 are independently of each other hydrogen or C.sub.1 -alkyl, and X.sub.1 and X.sub.2 are independently of each other .alpha.,.beta.-dibromopropionyl, .alpha.-bromoacryloyl, chloroacetyl or a mono-, di- or trihalopyrimidinyl radical.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corp.
    Inventors: Dieter Mausezahl, Peter Loew
  • Patent number: 4872881
    Abstract: A dye mixture and a method of dyeing cellulosic fibers by use of the dye mixture, the dye mixture being capable of dyeing the cellulosic fibers favorably even in the presence of a small amount of an inorganic salt at dyeing, and being composed of a blend of a red water-soluble reactive dye to be represented by the following general formula (I) in the form of free acid, and a specific yellow and/or blue water-soluble reactive dye: ##STR1## (where: each of R.sup.1 and R.sup.2 denotes a hydrogen atom or a lower alkyl group which may contain therein a substituent; R.sup.3 represents a hydrogen atom, a lower alkyl group or a halogen atom and X designates --CH.dbd.CH.sub.2 or --C.sub.2 H.sub.4 OSO.sub.3 H).
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: October 10, 1989
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Takashi Fujita, Toshio Hihara, Yoshio Kogure, Riyouichi Sekioka, Noboru Nakamura
  • Patent number: 4861344
    Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal; andK is one of five radicals described in the specification, each of which contains a fiber-reactive group.These azo compounds produce fast dyeings on carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers. On cellulose, fast dyeings are also obtained in a weakly acid to neutral medium, for example together with disperse dyes for dyeing a polyester fiber portion.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: August 29, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4840643
    Abstract: A trichromatic dye combination especially suited for the continuous dyeing of synthetic polyamide materials; the system including an acid red dye component, an acid blue dye component and an acid yellow dye component, each of said dye components being selected on the basis of minimum and compatible cold strike and compatible on tone strike rates.The trichromatic combination according to the invention dyes synthetic polyamide fibers from aqueous liquors, producing level dyeings having excellent fastness properties including good lightfastness and good ozone fastness.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: June 20, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: Jay E. Rowe
  • 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: 4818247
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a diazo component of the benzene, naphthalene, azobenzene, naphthylazobenzene, azonaphthalene or phenylazonaphthalene series, K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, except a pyrazolone radical, R.sub.1 and R.sub.2, independently of each other, are each hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X.sub.1 and X.sub.2, independently of each other, are each unsubstituted or substituted aminofluoro-s-triazinyl, are particularly suitable for dyeing and printing cellulose-containing fibre materials and produce, in high dyeing yield, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: May 21, 1987
    Date of Patent: April 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Adolf Kaser
  • 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: 4808193
    Abstract: Water-soluble compounds having fiber-reactive dye properties of the general formula ##STR1## in which A is an alkylene of 2 to 6 carbon atoms or a phenylene which can be substituted by 1 or 2 substituents, or is a radical of the formula ##STR2## in which W is a direct bond or a bridge member and the R' and R* each denote hydrogen, chlorine, methyl, methoxy, ethoxy, carboxy or sulfo;B is chlorine or fluorine;R is hydrogen, chlorine, an alkyl of 1 to 4 carbon atoms or an alkoxy of 1 to 4 carbon atoms;M is hydrogen or an alkali metal;n stands for the number zero, 1 or 2,K is a radical of the formula ##STR3## in which D is phenylene which can be substituted by chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy or sulfo, or is naphthalene with optionally 1 or 2 sulfo groups,R.sup.1 denotes hydrogen, chlorine, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,R.sup.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: February 28, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Michael Kunze
  • Patent number: 4806127
    Abstract: Water-soluble disazo compounds conforming to the general formula (1) ##STR1## and their 1:1 copper complex compounds which possess useful fiber-reactive dye properties and are capable of dyeing carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers, in fast shades; wherein:D.sup.1 and D.sup.2 are each a phenylene, which may be substituted, or a naphthylene optionally substituted by sulfo; in the case of the copper complex compounds the ortho-position in D.sup.1 or D.sup.2 or in both being substituted by an oxy group complex-bonded to the copper, or D.sup.1 is a radical of the formula (2a), (2b) or (2c) ##STR2## or D.sup.2 is a radical which is the reverse of formulas (2a), (2b) or (2c), in whichR.sup.1 and R.sup.2 are each independently of the other hydrogen, nitro, sulfo, methyl, ethyl, methoxy or ethoxy;K.sup.1 is a radical of the formula (3a), (3b) or (3c) ##STR3## and K.sup.
    Type: Grant
    Filed: August 27, 1987
    Date of Patent: February 21, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4780104
    Abstract: An aqueous liquid dye composition comprising 5 to 50% by weight of a reactive dye represented by the following formula, ##STR1## wherein D denotes a sulfo group-containing organic dye residue, R.sub.1 and R.sub.2 independently of one another denote a hydrogen atom or a C.sub.1 to C.sub.4 alkyl group unsubstituted or substituted with a halogen atom or a hydroxyl, cyano, C.sub.1 to C.sub.4 alkoxy, carboxy, carbamoyl, C.sub.1 to C.sub.4 alkoxycarbonyl, C.sub.1 to C.sub.4 alkylcarbonyloxy, sulfo or sulfamoyl group, A denotes a phenylene group unsubstituted or substituted with one or two members selected from methyl, ethyl, methoxy, ethoxy, chlorine, bromine and sulfo, or a naphthylene group unsubstituted or substituted with one sulfo group, X denotes a halogen atom, and Y is a group of --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z in which Z is a splittable group by the action of an alkali, 0.1 to 10% by weight of .epsilon.
    Type: Grant
    Filed: February 20, 1987
    Date of Patent: October 25, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriaki Yamauchi, Kunihiko Imada, Shinei Ikeou
  • Patent number: 4780106
    Abstract: Metal-free compounds of the formula ##STR1## 1:1 and 1:2 metal complexes thereof, and acid addition salts of metal-free compounds of said formula and 1:1 and 1:2 metal complexes thereof, whereinB is hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by C.sub.1-4 alkoxy; C.sub.2-4 alkyl substituted by hydroxy; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) the phenyl group of which is substituted by 1 to 3 substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halo; --A--NH--R.sub.2 ; --A'.sub.4 --N(R.sub.7).sub.2 ; --A.sub.4 --N.sup..sym. (R.sub.8).sub.2 R.sub.9 A.sup..crclbar. or --N(R.sub.7).sub.2,R is hydrogen; C.sub.1-4 alkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 or 2 C.sub.
    Type: Grant
    Filed: June 10, 1987
    Date of Patent: October 25, 1988
    Assignee: Sandoz Ltd.
    Inventors: Helmut Moser, Manfred Greve, Reinhard Pedrazzi, Roland Wald
  • Patent number: 4774141
    Abstract: A polarizing film-integrated transparent electrically conductive film, wherein a polysulfone film as a support layer is laminated on at least one surface of a polyvinylalcohol polarizing film which has been dyed with a water-soluble disazo compound as a free acid represented by the general formula (1) ##STR1## wherein X represents nitro group or amino group, A represents the formula (a) or (b) ##STR2## (wherein R.sub.1 represents hydrogen atom, methoxy group, ethoxy group, methyl group or hydroxyl group, R.sub.2 represents hydrogen atom, methyl group, methoxy group, ethoxy group, acetylamino group or ureido group, R.sub.3 represents hydrogen atom, methoxy group or ethoxy group, and n is 0 or 1), and Y represents amino group, methylamino group, acetylamino group, N-methyl-N-acetylamino group, .beta.
    Type: Grant
    Filed: February 12, 1987
    Date of Patent: September 27, 1988
    Assignee: Sumitomo Bakelite Company Limited
    Inventors: Ichiro Matsui, Tadashi Matsuo, Shoichi Kaneko
  • Patent number: 4772292
    Abstract: A dyestuff mixture for coloring synthetic fibers a yellow color contains as component A a dyestuff of the formula ##STR1## and as component B a different yellow disperse dyestuff species.
    Type: Grant
    Filed: November 30, 1987
    Date of Patent: September 20, 1988
    Assignee: Cassella Aktiengesellschaft
    Inventors: Manfred Hahnke, Ulrich Buhler, Albert Bode
  • 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: 4705524
    Abstract: The invention relates to dye compositions for preparing level dyeings on carboxamide- or hydroxyl-containing fiber materials of comparatively good light fastness properties, which contain dioxazine dyes I (Ia and/or Ib) and II (one or more of IIa to IId) in a weight ratio of 90:10 to 10:90 ##STR1## where in each case independently of one another Z denotes vinyl or .beta.-sulfatoethyl,Z' denotes vinyl-SO.sub.2 or .beta.-sulfatoethyl-SO.sub.2 --,R denotes sulfo or --SO.sub.2 --NR.sup.8 R.sup.9, wherein R.sup.8 is H or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl and R.sup.9 is H, C.sub.1 -C.sub.4 -alkyl which can be substituted by sulfato, sulfo, carboxyl or phosphato, or is an arylated C.sub.1 -C.sub.4 -alkyl group which can be substituted in the aryl radical by sulfo or carboxyl,R.sup.1 denotes H or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl,R.sup.2 denotes C.sub.1 -C.sub.
    Type: Grant
    Filed: November 25, 1986
    Date of Patent: November 10, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Hahnke, Marcos Segal
  • 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: 4696675
    Abstract: Using the method of azoic dyeing, fast blue dyeings are obtained when the bis-diazotable diazo component used is a compound of the general formula (1) ##STR1## in which R is a straight-chain or branched alkyl group of 3 to 5 carbon atoms or a (C.sub.1 -C.sub.3)-alkoxy-(C.sub.2 -C.sub.4)-alkyl group having straight-chain and/or branched alkyl groups of in total 3 to 5 carbon atoms, and the coupling component used is a compound conforming to the general formula (2) ##STR2## in which Z stands for a hydrogen atom or a halogen atom or an alkoxy group of 1 to 4 carbon atoms and Aryl denotes a phenyl radical or a 1-naphthyl radical which can be substituted by 1, 2 or 3 substituents from the group consisting of halogen, nitro, alkyl of 1 to 4 carbon atoms and alkoxy of 1 to 4 carbon atoms, and the coupling reaction and dye formation on the fiber are carried out at a pH value between 4 and 10.
    Type: Grant
    Filed: March 27, 1986
    Date of Patent: September 29, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hasso Hertel, Klaus Hunger, Heinrich Frolich
  • Patent number: 4693725
    Abstract: An aqueous liquid dye composition improved in storage stability, which comprises a bifunctional reactive dye of the following formula, ##STR1## wherein D is an organic dye residue having at least one sulfonic acid group, R.sub.1 and R.sub.2 are independently a hydrogen atom or an unsubstituted or substituted lower alkyl group, A is an substituted or substituted phenylene or naphthylene group, X is a halogen atom, and Y is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z, in which Z is a splittable group by an alkali, in an amount of 5 to 50% by weight based on the weight of the liquid dye composition, the liquid dye composition having a pH value of from 3 to 7.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: September 15, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriaki Yamauchi, Shinnei Ikeou, Kunihiko Imada
  • Patent number: 4693726
    Abstract: Process for dyeing cellulose fibers or cellulose blend fibers, which comprises dyeing the fibers mentioned with water-soluble reactive dyes which contain in the dye molecule at least once the structural element of the formula ##STR1## in which Y denotes a hydroxyl, hydroxymethyl, alkoxy C.sub.1 -C.sub.4, aldehyde, carboxamide, monoalkyl C.sub.1 -C.sub.4 -carboxamide, dialkyl C.sub.1 -C.sub.4 -carboxamide, monophenyl carboxamide, cyano, alkyl C.sub.1 -C.sub.4 -oxycarbonyl or sulfo group or a halogen atom, in an aqueous medium within the pH range 4-11.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: September 15, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Peter Mischke, Gerd Konig, Hartmut Springer
  • 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: 4647286
    Abstract: Reactive dyes of the formula ##STR1## in which M is twice-coupled 1-amino-8-hydroxynaphthalene-3,6-disulfonic acid, 1-amino-8-hydroxynaphthalene-4,6-disulfonic acid, 1-amino-8-hydroxynaphthalene-4-sulfonic acid or 2-amino-5-hydroxynaphthalene-7-sulfonic acid, A and B, independently of each other, are each sulfophenylene or sulfonaphthylene which can be further substituted, and X.sub.1 and X.sub.2 are each a 2,4-difluoro-5-chloropyrimid-6-yl radical, subject to the condition that A and B together contain at least 3 sulfo groups, are particularly suitable for dyeing and printing cellulose-containing fibre materials and produce, in high dyeing yield, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: August 20, 1985
    Date of Patent: March 3, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Seitz
  • Patent number: 4639477
    Abstract: Process for mass-coloring high-molecular organic material, which comprises using a metal complex of the formulae I and/or Ia ##STR1## in which R is a hydrogen or chlorine atom or a methyl or methoxy group, R.sub.1 is a hydrogen atom, C.sub.1 -C.sub.4 -alkyl or phenyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, --NO.sub.2, --CONH.sub.2 --CONHR.sub.2 or C.sub.2 -C.sub.5 -N-alkylcarbamoyl, X is --CH.dbd. or --N.dbd., M is a divalent transition metal, and A is phenyl or substituted phenyl and R.sub.2 is alkyl, phenyl or substituted phenyl.The resulting colorations are distinguished by high tinctorial strength and good fastness properties, such as light, weathering and migration fastness properties.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: January 27, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Cseh, Paul Lienhard
  • Patent number: 4631065
    Abstract: The invention relates to reactive dyes of the formula ##STR1## wherein D is the radical of a dye of the monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, each of R.sub.1 and R.sub.2 independently is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.4 alkyl radical, X.sub.1 is an unsubstituted or substituted aminofluoro-s-triazine radical, and X.sub.2 is a heterocyclic reactive radical which is attached direct to the radical D through the --N(R.sub.2) bridge member, excepting an unsubstituted or substituted aminofluoro-s-triazine.These dyes are particularly suitable for dyeing and printing cellulosic fibre material by the cold pad-batch method and give dyeings and prints of good fastness properties and high tinctorial strength.
    Type: Grant
    Filed: August 20, 1985
    Date of Patent: December 23, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl Seitz, Peter Scheibli, Herbert Seiler
  • 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: 4581036
    Abstract: A process is described for separating sodium sulfate from aqueous solutions of certain fiber-reactive dyestuffs, which contain less than 2% by weight of chloride, by cooling down said solution to a temperature between +5.degree. C. and -15.degree. C. In the course of the cooling, the sodium sulfate precipitates in the form of the decahydrate and can be separated off in conventional manner, for example by filtration. The results obtained in this way are aqueous liquid low-salt preparations of these dyestuffs which contain less than 4% by weight of sodium sulfate.
    Type: Grant
    Filed: April 4, 1985
    Date of Patent: April 8, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Konrad Opitz, Heinrich Pohlmann, Manfred Sittig, Christian Fabel, Siegfried Wilhelm, Franz Mitter
  • Patent number: 4579561
    Abstract: A trichromatic dye system for the dyeing of synthetic polyamide fibers, the system including an acid red dye component, an acid blue dye component, and an acid yellow dye component, each of the dye components being compatible from a performance standpoint.
    Type: Grant
    Filed: January 9, 1985
    Date of Patent: April 1, 1986
    Assignee: Crompton and Knowles Corporation
    Inventors: Jay E. Rowe, James F. Feeman
  • Patent number: 4563192
    Abstract: The invention relates to a process for dyeing synthetic polyamide fibre material with dyes or dye mixtures in the presence of a mixture of dyeing assistants, which comprises using for the dyeing of these materials an aqueous liquor which contains at least one anionic dye which, under the defined dyeing conditions, has a degree of exhaustion of at least 95% at 1/1 standard depth of shade, and a dyeing assistant mixture containing an anionic compound, a quaternary compound and a non-ionic compound, and wherein the liquor contains an alkali metal salt and an organic acid, and finishing the dyeing at pH 5-7, preferably pH 5.5-6, and at a temperature of 95.degree. to 130.degree. C.The process according to the invention is suitable for dyeing synthetic polyamide materials, producing level dyeings having good fastness properties with all types of dye or mixtures of dyes of identical or different types.
    Type: Grant
    Filed: September 14, 1984
    Date of Patent: January 7, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Heinz Salathe, Hermann Flensberg, Harry Schaetzer
  • Patent number: 4556401
    Abstract: The partly known blue dyestuffs of the formula ##STR1## wherein R.sub.1 denotes hydrogen, alkyl, aralkyl, alkenyl, cycloalkyl or aryl,R.sub.2 denotes hydrogen or alkyl,Me.sup.(+) denotes a cation andn denotes 1 or 2,are highly suitable for the trichromatic dyeing of polyamide fibre materials, producing level dyeings thereon with a good standard of fastness.
    Type: Grant
    Filed: August 3, 1984
    Date of Patent: December 3, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Weitz, Rutger Neeff, Herbert Hugl
  • Patent number: 4539009
    Abstract: Mixtures of dyestuffs of the formula I ##STR1## and of the formula II ##STR2## wherein R=alkyl,R.sub.1 =H or R andR.sub.2 /R.sub.3 =R.sub.1 or alkoxy,are distinguished by being readily soluble in hard water and produce satisfactory golden yellow dyeings on polyamide fibres.
    Type: Grant
    Filed: November 2, 1984
    Date of Patent: September 3, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Nickel, Hans-Gunter Otten