Formation Of -c(=x)hnh Group, Wherein X Is Chalcogen (substitution May Be Made For Hydrogen Only) Patents (Class 534/591)
  • Patent number: 9550887
    Abstract: A rubber mixture, comprising (A) at least one rubber selected from the group of ethylene-propylene-diene copolymer (EPDM), ethylene-propylene copolymer (EPM), chloroprene rubber (CR), chloropolyethylene (CM), chloro-isobutene-isoprene (chlorobutyl) rubber (CIIR), chlorosulfonyl polyethylene (CSM), etylene-vinyl acetate copolymer (EAM), alkyl acrylate copolymer (ACM), polyester polyurethan (AU), polyether polyurethane (EU), bromo-isobutene-isoprene (bromobutyl)rubber (BIIR), polychlorotrifluoroethylene (CFM), isobutene-isoprene rubber (butyl rubber, IIR), isobutene rubber (IM), polyisoprene (IR), thermoplastic polyester polyurethane (YAU), thermoplastic polyether polyurethane (YEU), silicone rubber with methyl groups on the polymer chain (MQ), hydrogenated acrylonitrile-butadiene rubber (HNBR), acrylonitrile-butadiene rubber (NBR) or carboxylated acrylonitrile-butadiene rubber (XNBR), (B) at least one oxidic filler, and (C) at least one silicon containing azodicarbamide of the general formula I (R1)3-a(R2)
    Type: Grant
    Filed: March 28, 2012
    Date of Patent: January 24, 2017
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Anke Blume, Oliver Klockmann, Dörte Kellerhof
  • Patent number: 9512315
    Abstract: The present disclosure provides a quenching dye with an anthraquinone structure, which has a broad and high absorption spectrum in the visible and near-infrared wavelength regions and exhibits high stability and superior solubility in aqueous conditions. A quenching dye composition containing the anthraquinone compound according to the present disclosure as an active ingredient can be widely used in the field of optical molecular imaging to observe the movement of a biomolecule because it can easily label a biomolecule manipulated in an aqueous buffer.
    Type: Grant
    Filed: October 31, 2013
    Date of Patent: December 6, 2016
    Assignee: DKC Corporation
    Inventors: Jin Woo Park, Kiwon Kim
  • Patent number: 8664370
    Abstract: The invention relates to a process for preparing silicon-containing azodicarbamides of the general formula (I) (R1)3-a(R2)aSi—RI—NH—C(O)—N?N—C(O)—NH—RI—Si(R1)3-a(R2)a (I), by reaction of azobiscarboxy compounds of the general formula II R3—X1—C(O)—N?N—C(O)—X1—R4 (II) with aminosilanes of the general formula III (R1)3-a(R2)aSi—RI—NH2 (III).
    Type: Grant
    Filed: March 11, 2011
    Date of Patent: March 4, 2014
    Assignee: Evonik Degussa GmbH
    Inventors: Karsten Korth, Julia Keck, Susann Witzsche, Oliver Klockmann, Jaroslaw Monkiewicz, Christian Springer
  • Patent number: 8585784
    Abstract: The present invention relates to new compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups and to a process for their preparation. Further aspects are shading compositions using these compounds.
    Type: Grant
    Filed: November 25, 2008
    Date of Patent: November 19, 2013
    Assignee: BASF SE
    Inventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Käser, Roger Wolfgang Basler
  • Publication number: 20130012691
    Abstract: The invention relates to a process for preparing silicon-containing azodicarbamides of the general formula (I) (R1)3-a(R2)aSi—RI—NH—C(O)—N?N—C(O)—NH—RI—Si(R1)3-a(R2)a (I), by reaction of azobiscarboxy compounds of the general formula II R3—X1—C(O)—N?N—C(O)—X1—R4 (II) with aminosilanes of the general formula III (R1)3-a(R2)aSi—RI—NH2 (III).
    Type: Application
    Filed: March 15, 2011
    Publication date: January 10, 2013
    Inventors: Karsten Korth, Julia Keck, Susann Witzsche, Oliver Klockmann, Jaroslaw Monkiewicz, Christian Springer
  • Publication number: 20100319142
    Abstract: The present invention relates to new compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups and to a process for their preparation. Further aspects are shading compositions using these compounds.
    Type: Application
    Filed: November 25, 2008
    Publication date: December 23, 2010
    Applicant: BASF SE
    Inventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Kaser, Roger Wolfgang Basler
  • Patent number: 7772377
    Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.
    Type: Grant
    Filed: January 25, 2008
    Date of Patent: August 10, 2010
    Assignee: Xerox Corporation
    Inventors: Jeffrey H Banning, Donald R Titterington, Clifford R King
  • Patent number: 7662937
    Abstract: A novel benzophenone type polymerizable dye containing a urethane bond and an ophthalmic lens containing the said polymerizable dye are disclosed. The benzophenone type polymerizable dye is shown by the following general formula (1) (wherein R1 and R2 are respectively and independently a hydrogen atom, a hydroxyl group, a carboxylic group, a C1 to C8 alkyl group, a C1 to C8 alkoxy group, a sulfonic acid group or a benzyloxy group, and m and n are respectively and independently an integer of 0 to 18. R3 is any of a polymerizable functional group of a vinyl group, an acryloyl group or a methacryloyl group).
    Type: Grant
    Filed: March 3, 2006
    Date of Patent: February 16, 2010
    Assignee: Menicon Co., Ltd.
    Inventors: Kohsuke Satake, Kazuharu Niwa
  • Patent number: 7619075
    Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.
    Type: Grant
    Filed: August 16, 2005
    Date of Patent: November 17, 2009
    Assignee: Xerox Corporation
    Inventors: Jeffery H. Banning, Donald R. Titterington, Clifford R. King
  • Patent number: 6989055
    Abstract: A monoazo lake pigment composition containing a monoazo lake pigment obtained from a laked pigment aqueous slurry prepared by conducting coupling of a diazo component obtained by diazotizing an aromatic amine having a soluble group and a coupler component and conducting laking after or simultaneously with the coupling, wherein the laking is carried out in the presence of a water-soluble acrylic polymer in an amount of 0.1 to 40 parts by weight per 100 parts of the above coupler component, and a gravure ink containing the above pigment composition and a gravure ink vehicle.
    Type: Grant
    Filed: August 6, 2003
    Date of Patent: January 24, 2006
    Assignee: Toyo Ink Mfg. Co., Ltd.
    Inventors: Kenji Kitamura, Shigeki Kato, Hitoshi Maki, Shoko Goto, Motoi Shitaka, Osamu Shiromaru
  • Patent number: 6730780
    Abstract: An oil-soluble dye prepared by subjecting a water-soluble dye having at least one group selected from the group consisting of sulfonate group and carboxyl group in its molecule to amidation: a water-based ink comprising the oil-soluble dye: and a process for preparing an oil-soluble dye, comprising halogenating a water-soluble dye having at least one group selected from the group consisting of sulfonate group and carboxyl group in its molecule, and thereafter subjecting the resulting halogenated water-soluble dye to amidation. The Oil-soluble dye of the present invention can be suitably and favorably used for inks for inkjet recording, inks for ball-points pens, inks for markers, toners, paints such as lacquers, inks for felt pens, and the like.
    Type: Grant
    Filed: October 19, 2001
    Date of Patent: May 4, 2004
    Assignee: Kao Corporation
    Inventors: Shigemi Wakabayashi, Takehiro Tsutsumi, Kenji Kaida, Makoto Sakakibara
  • Patent number: 6001980
    Abstract: This invention provides a free-flowing polyester dye powder which has superior stability and transparency for application in electro-photographic imaging systems. In another embodiment this invention provides novel chromophoric diester monomers which are reacted with diol monomers to form an invention polyester dye. A present invention toner composition comprises particulate polyester dye, and one or more optional components such as a charge control agent or a surfactant.
    Type: Grant
    Filed: September 3, 1997
    Date of Patent: December 14, 1999
    Assignee: Hoechst Celanese Corporation
    Inventors: Marie Borzo, Rao D. Mikkilineni, Kophu Chiang, Eui-Won Choe, Hyun-Nam Yoon
  • Patent number: 5844101
    Abstract: The novel dyestuffs of the formula (I) ##STR1## in which the substituents R and X have the meaning given in the description, are outstandingly suitable for dyeing cellulosic materials in blue color shades which are particularly fast to light.
    Type: Grant
    Filed: September 17, 1997
    Date of Patent: December 1, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Kunde
  • Patent number: 5801230
    Abstract: Azo reactive dyestuffs have the following formulaD.sup.1 --N.dbd.N--K.sup.1 --Y--K.sup.2 --N.dbd.N--D.sup.2 (1)wherethe radicals D.sup.1 and D.sup.2 are identical or different and are the radical of a diazo component of the formulaXSO.sub.2 --B--D-- (2).
    Type: Grant
    Filed: May 22, 1996
    Date of Patent: September 1, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Frank-Michael Stohr
  • Patent number: 5502172
    Abstract: New pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxy-carbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: April 6, 1995
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • Patent number: 5446136
    Abstract: Pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxycarbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: August 29, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • Patent number: 5292871
    Abstract: Water-soluble monoazo compounds conforming to the general formula (1) ##STR1## where D is monosulfo- or disulfo-phenyl, which may each be substituted by lower alkyl, lower alkoxy, halogen, carboxy and/or lower alkanoylamino, or is mono- or di- or trisulfonaphthyl, K as the radical of a coupling component is para-phenylene, which may be substituted by lower alkyl, lower alkoxy, halogen, lower alkanoylamino, ureido, carbamoyl and/or sulfo, or is 1,4-naphthylene, which may be substituted by 1 or 2 sulfo groups and/or a lower alkoxy group, R is hydrogen or lower alkyl, A is phenylene or a direct bond, W is a direct bond or lower alkylene or an amino group substituted by lower alkyl, although A and W are not both a direct bond, and the group --SO.sub.2 --X is a fiber-reactive group of the vinyl sulfone series.The azo compounds of the formula (1) are fiber-reactive and have very good dyestuff properties.
    Type: Grant
    Filed: October 22, 1992
    Date of Patent: March 8, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Werner H. Russ
  • Patent number: 5229503
    Abstract: The invention relates to azo compounds, especially to compounds of formula ##STR1## wherein R.sub.1 is lower alkyl, R.sub.2 is lower alkyl, R.sub.3 is hydrogen, carboxy or sulfo, R.sub.4 is carboxy or sulfo, G is an unsubstituted or substituted 1,4-phenylene group or an unsubstituted or substituted 1,4-naphthylene group, and wherein either R.sub.5 and R.sub.6 together are an additional bond and L is an oxygen or sulfur atom or wherein R.sub.5 is hydrogen, R.sub.6 is halomethyl and L is an oxygen atom, and salts thereof, to the use of compounds I and their salts, to a process for the preparation of compounds I and their salts, to starting materials used in that preparation process, and salts thereof, to a process for the preparation of those starting materials and their salts, to a device in which the compounds I and their salts are used, and to a process in which that device is used.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: July 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Jui Y. Chang
  • Patent number: 5225545
    Abstract: The compounds of the formula (1) indicated in claim 1 are suitable for use as direct dyes for dyeing and printing a wide range of materials, in particular cellulose-containing fibre materials, producing dyeings and prints having good fastness properties.
    Type: Grant
    Filed: May 12, 1992
    Date of Patent: July 6, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lauk
  • Patent number: 5185435
    Abstract: The present invention relates to the preparation of bisazo pigments by reaction (a) of 2 mol of an azocarbonyl chloride of the formula ##STR1## with 1 mol of a diamine of the formula ##STR2## by reaction (b) of one mole of a bis(azocarbonyl chloride) of the formula ##STR3## with 2 mol of an amine of the formula ##STR4## which comprises carrying out the reactions (a) or (b) in the presence of 1,2,3-trimethylbenzene or anisole as the solvent.
    Type: Grant
    Filed: January 30, 1992
    Date of Patent: February 9, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Klaus Ruf, Bilge Gulec, Michael Reisinger, Werner Surber
  • Patent number: 5136029
    Abstract: A hydrolyzable silyl group-containing azo compound is represented by the following general formula (I): ##STR1## wherein A represents a group originating from an azo compound having one or more active hydrogen groups;R.sup.1 represents a monovalent organic group;R.sup.2 represents a divalent organic group;X represents a hydrolyzable group;Y represents --O--, --S--, ##STR2## m is an integer of 1 to 3; and n is an integer of 1 or 2;and process for producing the same is disclosed. The hydrolyzable silyl group-containing azo compound is used to prepare a hydrolyzable silyl group-containing vinyl polymer produced by polymerizing vinyl monomer as a radical polymerization initiator.
    Type: Grant
    Filed: October 17, 1989
    Date of Patent: August 4, 1992
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hisao Furukawa, Katsuhiko Isayama, Yasushi Kato
  • Patent number: 5116958
    Abstract: Disperse dyes, which produce dyeings of excellent thermomigration fastness, consisting of a chromophore and a lactam or oxime radical which detaches on heating to leave an isocyanate or isothiocyanate group, which reacts with a suitable group in the environment. The disclosed dyes are described by the formula ##STR1## where F is the radical of a dye which is free of water-solubilizing groups,B is a bridge member or a direct bond,Z is O or S andV is the radical of a group H--V, where H--V is an oxime of the formula ##STR2## or a lactam of the formula ##STR3## in which R.sup.1 and R.sup.2 are each independently of the other substituted or unsubstituted alkyl or aryl, orR.sup.1 and R.sup.2 together with the carbon atom linking them form a cycloaliphatic ring,R is hydrogen or alkyl andn is an integer from 4 to 11.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: May 26, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Martin Trottmann
  • Patent number: 5055565
    Abstract: Compounds according to the general formula ##STR1## in which: D is phenyl, optionally substituted by sulfo, carboxy, alkyl, alkoxy, alkanoylamino and/or chlorine, at least by sulfo or carboxy, or is a sulfosubstituted naphthyl;E is 1,4-phenylene, substituted by alkyl, alkoxy, alkanoylamino, ureido and/or chlorine, or is 1,4-naphthylene optionally substituted by sulfo;K is 1,4-phenylene, substituted by alkyl, alkoxy, alkanoylamino, ureido and/or chlorine, or is a 1,4-naphthylene optionally substituted by sulfo;A is a direct bond or is methylene or is a bivalent amino, alkylamino or (.beta.-cyanoethyl)-amino group;Y is vinyl or .beta.-chloroethyl.These compounds are fiber-reactive and have dyestuff properties and dye hydroxy--and/or carboxamido-containing material, in particular fiber material such as wool and, in particular cellulose, in strong color-fast shades.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: October 8, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Manfred Kuhn, Werner H. Russ, Ludwig Schlafer
  • Patent number: 5043257
    Abstract: Azo dyes of the formula ##STR1## where X is alkyl or alkoxy each of 1 to 4 carbon atoms or halogen, X' is hydrogen, alkyl or alkoxy each of 1 to 4 carbon atoms or halogen, Y and Y' are independently of each other hydrogen or halogen, Z is hydrogen, alkyl or alkoxy or alkylthio each of 1 to 4 carbon atoms, or halogen, M is a 1-, 2- or 3-valent metal cation, ammonium or an organic ammonium compound, m is 1, 2 or 3 and n is 2 to 10, are suitable for use as image dyes in photographic silver dye bleach materials.The dyes of the invention can also be used to dye textile materials.
    Type: Grant
    Filed: December 8, 1989
    Date of Patent: August 27, 1991
    Assignee: Ilford Limited
    Inventors: Kurt Baettig, Gerald C. Jan
  • Patent number: 5039734
    Abstract: A macromolecular azo compound is produced by the reaction of a compound having at least 1 diazo linkage and at least 2 hydroxyl groups in a molecule, a compound having at least 2 isocyanate groups in a molecule and a compound having at least 2 hydroxyl groups in a molecule. A resin useful as a paint can be obtained by polymerizing a polymerizable unsaturated bond-containing monomer in the presence of this compound.
    Type: Grant
    Filed: July 24, 1990
    Date of Patent: August 13, 1991
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Hiroshi Kinoshita, Goro Iwamura
  • Patent number: 5023274
    Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where X is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, cyano or nitro, Y is .beta.-haloethyl or vinyl, m is 1, 2 or 3, n is 3 or 4, p is 0, 1 or 2 and q is 0 or 1, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: April 25, 1989
    Date of Patent: June 11, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Alois Puntener, Urs Lehmann, Peter Scheibli, Josef Koller
  • Patent number: 5013826
    Abstract: The azo dyes of the formula ##STR1## in which R.sub.1 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, R.sub.2 is a group of the formula, --CN, --CON(R.sub.8)R.sub.9, --COR.sub.10, --COOR.sub.11, --SO.sub.2 R.sub.12 or --CONHNHR.sub.13, R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.10 alkoxy or phenoxy, R.sub.4 is substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, R.sub.5 is C.sub.1 -C.sub.4 alkyl, R.sub.6 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.7 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.8, R.sub.9 and R.sub.13, independently of one another, are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl, R.sub.10, R.sub.11 and R.sub.12 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl, X is an oxygen atom or a group of the formula --CH(R.sub.14)-- in which R.sub.14 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: May 7, 1991
    Assignee: Ciba-Giegy Corporation
    Inventor: Harald Walter
  • Patent number: 5001228
    Abstract: An azo amide compound of the formula .dbd.N--C(CH.sub.3).sub.2 --CO--NH--R].sub.2 or a hydrate thereof or an acid-addition salt thereof, wherein R is --CH.sub.2 CH.dbd.CH.sub.2, benzyl chloride, picolyl, tetrahydropyridylmethyl and N-piperidinoethyl, is useful as a functional polymerization initiator for polymerizing acrylonitrile, methyl acrylate, styrene, vinyl acetate and other vinyl compounds.
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: March 19, 1991
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Kazuo Shiraki, Tsutomu Miyagawa
  • Patent number: 5001229
    Abstract: Basic dyestuffs of the formula ##STR1## or tautomeric forms thereof, whereinR.sub.1 and R.sub.2 stand for hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,Q - E stands for C-S, C-O, C-NH or N.sup..sym. -N.sup..crclbar.,A stands for C.sub.1 -C.sub.4 -alkylene,W stands for the radical of an aliphatic mono-, di-, tri-, tetra-, penta-, hexa- or heptamine, which can be protonated or quaternized,n stands for 0 to 1.5 andp stands for 1.3 to 10,are suitable for dyeing materials which can be dyed with basic dyestuffs.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: March 19, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Franke, Peter Wild
  • Patent number: 4997920
    Abstract: Compounds of the formulae I and II ##STR1## in which A is a radical of the formulae III, IV or V ##STR2## R.sub.1 and R.sub.4 are --H or --Cl, R.sub.2 and R.sub.5 are --H, halogen, --NO.sub.2, --CN, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 alkoxy, --CF.sub.3 or phenyloxy which is unsubstituted or substituted by one or two chlorine atoms and/or one or two methyl or methoxy groups, and R.sub.3 is alkyl having at least 10 C atoms, X is a radical of the formulae --NH--, --O--, ##STR3## n is the number 1 or 2, Y is the radical of the formulae --COO--, --OOC--, --CONH-- or --NHCO-- or a radical of the formulae ##STR4## in which R.sub.1 and R.sub.2 are as defined above, D is an aromatic heterocyclic 5- or 6-membered ring, in which the ring contains 1 or 2 N atoms and may additionally contain an O atom or S atom, Z is --H, --Br, --OCH.sub.3, --CN or --NO.sub.2 and X.sub.1 and X.sub.2, independently of one another, are --H, halogen, --CH.sub.3, --OCH.sub.3, --OC.sub.2 H.sub.5 or --NO.sub.2 and X.sub.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: March 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Stefan Hari, Olof Wallquist, Jost von der Crone
  • Patent number: 4990598
    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 monoanionic bidentate complexible organic compound which is bonded to the chromium atom via oxygen atoms, L is a colorless monofunctional ligand, X is halogen-substituted C.sub.1-4 -alkanoyl, C.sub.1-4 -alkenoyl, halogen-substituted C.sub.1-4 -alkenoyl, monohalogenopyrimidinyl, dihalogenopyrimidinyl or trihalogenopyrimidinyl which is bonded to A and/or B via ##STR2## and R.sub.5 is hydrogen or C.sub.1-4 -alkyl, Ka is a cation, m is 1, 2 or 3, n is 1 or 2 and the SO.sub.3.sup..crclbar. Ka group is bonded to A and/or B. These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.
    Type: Grant
    Filed: November 7, 1984
    Date of Patent: February 5, 1991
    Inventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
  • Patent number: 4978747
    Abstract: Colorants are obtained by reacting a dyestuff which is free from ionic groups and has.gtoreq.2 NH.sub.2 groups which are preferably arranged in such a manner that they do not participate in the resonance of the chromophore with such an amount of a (cyclo)aliphatic diisocyante so as to form an adduct that still contains at least two free NCO groups, and subsequently reacting this adduct with a (cyclo)aliphatic diamine, to form an adduct suitable for dyeing and pigmenting macromolecular substances, in particular for coloring PUR-based paints, coatings and laminates.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: December 18, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Arnold Weber, Hermann Henk, Klaus Kunde, Jochen Westphal, Klaus Wunderlich
  • Patent number: 4975530
    Abstract: Intermediates useful for the preparation of fiber-reactive dyes having the formula ##STR1## in which Q is phenyl unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylsulfonyl, sulfo or trihalomethyl; 1- or 2-naphthyl; or unsubstituted or C.sub.1 -C.sub.4 alkyl, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl or C.sub.1 -C.sub.4 alkylthio substituted furanyl, thienyl, thiazolyl, oxazolyl, isothiazolyl, benzothiazolyl, benzoisothiazolyl, pyrazolyl, imidazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl or 1,3,5-triazinyl, and A.sub.1 and A.sub.2 independently of one another are a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 independently of one another are hydrogen; C.sub.1 -C.sub.4 alkyl unsubstituted or substituted by hydroxyl, sulfo, sulfato, carboxyl, cyano, halogen, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: November 22, 1989
    Date of Patent: December 4, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Kurt Burdeska
  • Patent number: 4946948
    Abstract: Compounds of formula I: ##STR1## wherein R is a radical of the formula --OR.sub.3 or --NHR.sub.3, A is a radical of formula II or III: ##STR2## B is a radical of the formula ##STR3## n is the number 1 or 2, R.sub.1 is --H or --Cl, R.sub.2 is --H, halogen, --NO.sub.2, --CN, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, --CF.sub.3, C.sub.2 -C.sub.5 alkoxycarbonyl or --CONH-phenyl, --NHCO-phenyl or phenoxy which is unsubstituted or substituted on the phenyl ring by one or two chlorine atoms or one or two methyl, methoxy or ethoxy groups, R.sub.3 is alkyl containing at least 10 C atoms, R.sub.4 and R.sub.5 are each independently of the other --H, halogen, --NO.sub.2, --CN, --CF.sub.3, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sub.6 is --H, --Cl, --Br, --CH.sub.3 or --OCH.sub.3 and X is --H, --Br, --OCH.sub.3, --CN or --NO.sub.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: August 7, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Stefan Hari, Fridolin Babler
  • Patent number: 4918183
    Abstract: The invention relates to monoazo dyes of the formula ##STR1## wherein K is the radical of a coupling component of the benzene, naphthalene or heterocyclic series, and R is hydrogen, halogen, carboxy, a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 alkylsulfonylamino, C.sub.1 -C.sub.6 alkylsulfonyl, phenyl(C.sub.1 -C.sub.4)alkylsulfonyl or naphthyl(C.sub.1 -C.sub.4)alkylsulfonyl or benzoyl radical, which radicals may be further substituted, or is a ##STR2## group, wherein each of R.sub.1 and R.sub.2 independently of the other is hydrogen or a C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical, which radicals may be further substituted, and wherein X is hydrogen, halogen or a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino or C.sub.1 -C.sub.6 alkylsulfonylamino radical, which radicals may be further substituted.These dyes give dyeings of good light- and wetfastness properties on polyamide material.
    Type: Grant
    Filed: October 24, 1985
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4900813
    Abstract: Novel reactive dyes particularly suitable for the dyeing and printing of cellulose-containing fiber materials which give, in combination with a high color yield, dyeings and prints having good fastness properties, said dyes having the formula ##STR1## in which D is the radical of a diazo component, Q is a substituted or unsubstituted phenyl or naphthyl radical or a substituted or unsubstituted aromatic heterocyclic radical and A.sub.1 and A.sub.2 independently of one another are a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 independently of one another are hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 alkyl or substituted or unsubstituted aryl, or R.sub.1 and R.sub.2 together with the N atom form a further substituted or unsubstituted heterocyclic 5- or 6-ring, with the proviso that at least one of the radicals A.sub.1, A.sub.2 and D has a fiber-reactive group.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: February 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Kurt Burdeska
  • Patent number: 4855410
    Abstract: The invention relates to a process for the preparation of azo compounds of the formula ##STR1## wherein K is the radical of a coupling component, R is a water-solubilising group and X is a fibre-reactive radical, and the benzene ring A may be further substituted, which process comprises reacting a compound of the formula ##STR2## in an aqueous medium containing 5 to 25% by weight of an alkali metal halide or alkali metal sulfate, based on the weight of the medium, with a compound which introduces the radical X to give the compound of the formula ##STR3## diazotising said compound direct and coupling the diazotisation product with a coupling component of the formulaH--K (4)in which formulae (2), (3) and (4) A, R, X and K are as defined for formula (1).
    Type: Grant
    Filed: July 9, 1986
    Date of Patent: August 8, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudiger Oxenius, Charles Wilhelm
  • Patent number: 4841028
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of an organic 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 substituted or unsubstituted C.sub.1-4 -alkyl, A is a polymethylene radical having 2 to 6 C atoms (or its branched isomers) which can be substituted by chlorine, bromine, fluorine, hydroxyl, sulfato, acyloxy having 1 to 4 C atoms, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms or carbamoyl, or an alkyleneoxalkylene radical having 1 to 6 C atoms in each alkylene member, independently of each other; Y is a radical --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.
    Type: Grant
    Filed: August 10, 1987
    Date of Patent: June 20, 1989
    Inventors: Peter Aeschlimann, Hansrudolf Schwander
  • Patent number: 4841027
    Abstract: Improvement in a process for producing an arylazo-aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR1## wherein A is a phenyl or naphthyl group unsubstituted or substituted by one to four members selected from alkyl, alkoxy, phenoxy, sulfonic acid, carboxylic acid, arylamino, amino, nitro and hydroxyl groups and halogen atoms, and m is 0 or 1, which comprises reacting an aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR2## wherein m is as defined above, with a dibasic acid anhydride to obtain an acylaminonaphtholsulfonic acid, coupling a diazonium compound of amine of the formula,A'--NH.sub.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: June 20, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Takashi Omura, Yasuo Tezuka, Hideharu Sone
  • Patent number: 4826960
    Abstract: The process for the reaction of bicyclic amide acetals with reactive protic compounds of the general Formula ##STR1## wherein Y represents a member selected from the group consisting of ##STR2## R.sup.1 represents a member selected from the group consisting of hydrogen, an alkyl group having from 1 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and R.sup.2 represents a member selected from the group consisting of an alkyl group having from 1 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, an alkylene ether group having from 1 to 50 carbon atoms, an arylene ether group having from 6 to 50 carbon atoms such as ethyl carbamate to form novel products which are useful as curing agents, blowing agents and monomers is disclosed.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: May 2, 1989
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4769447
    Abstract: The present invention provides gamma-glutamyl-4-azoanilides, processes for their preparation and their use as substrates for gamma-glutamyl transferase determination, of the formula ##STR1## wherein X is alkyl, --(CH.sub.2).sub.m --COOH or --O--(CH.sub.2).sub.n --COOH wherein m is 0-4 and n is 1-4; R is optionally substituted p-nitrophenyl; an optionally substituted thiophene residue; an optionally substituted thiazole residue; an optionally substituted benzothiazole residue; an optionally substituted benzoisothiazole residue; an N-alkylthiazole residue; or an optionally substituted 1,3,5-thiodiazole residue; as well as the alkali metal, alkaline earth metal and ammonium salts thereof.
    Type: Grant
    Filed: January 27, 1987
    Date of Patent: September 6, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Elli Rauscher, John Griffiths, Leonard F. Dixon
  • Patent number: 4757137
    Abstract: Azo dyestuffs of the formula ##STR1## wherein R.sub.1 denotes acyl,R.sub.2 denotes hydrogen, fluorine, chlorine or trifluoromethyl,R.sub.3 denotes hydrogen, optionally substituted C.sub.1 -C.sub.4 -alkyl, cyclohexyl or optionally substituted phenyl andR.sub.4 denotes hydrogen or C.sub.1 -C.sub.4 -alkyl groupare suitable for dyeing natural and synthetic fibre materials, for example for dyeing wool or polyamide fibres, in level read to violet shades with very good fastnesses to light, wet processing and perspiration, the color yield being good.
    Type: Grant
    Filed: September 22, 1983
    Date of Patent: July 12, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Wolfrum, Erich Klauke, Hans-Gunter Otten
  • Patent number: 4689403
    Abstract: The present invention concerns the disazo pigment of the formula ##STR1## The new pigment is useful for coloring plastic material in pure red shades of high tinctorial strength and outstanding fastness to light and migration.
    Type: Grant
    Filed: April 29, 1982
    Date of Patent: August 25, 1987
    Assignee: Ciba-Geigy AG
    Inventor: Karl Ronco
  • Patent number: 4678497
    Abstract: Triazine-substituted azobenzenesulfonamides useful as preemergent and postemergent herbicides, selected from compounds of Formulae I or II ##STR1## or agriculturally suitable salts thereof, wherein R, R.sub.1, R.sub.2, R.sub.3 and A are as defined herein.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: July 7, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Wallace C. Petersen
  • Patent number: 4638052
    Abstract: An azo-pigment represented by the general formula: ##STR1## where R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, an unsubstituted phenyl group or a substituted phenyl group, R.sub.2 is a residue of a phenylenediamine, and R.sub.3 is a hydrogen atom, a methyl group, a methoxy group or a halogen atom. The azo-pigment of the present invention is useful in applications where azo-pigments are used.
    Type: Grant
    Filed: December 27, 1984
    Date of Patent: January 20, 1987
    Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.
    Inventors: Kimihide Kawamura, Shojiro Horiguchi, Hisao Okamoto
  • Patent number: 4581445
    Abstract: There are described novel cationic benzothiazole disazo compounds of the formula ##STR1## K independently of one another are each a coupling component, R independently of one another are each an unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl group,R.sub.1 independently of one another are each hydrogen, unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, unsubstituted or substituted C.sub.1 -C.sub.4 -alkoxy, or halogen,X is the direct bond, --(CH.sub.2).sub.y wherein y is a number from 1 to 4, --CH.dbd.CH--, a phenylene group, a naphthylene group, a heterocyclic radical, an --NH-alkylene-(C.sub.1 -C.sub.6)--NH-- radical or an --NH-arylene-NH-- radical, andAn is an anion, with the proviso that when the coupling component K is a dimethylaminophenyl radical, the divalent bridge member X is not the --(CH.sub.2).sub.2 -- group are useful for dyeing and printing textile materials, leather and in particular paper. The dyeings obtained have good fastness properties, especially good fastness on paper to light.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: April 8, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Visvanathan Ramanathan
  • Patent number: 4579939
    Abstract: Yellow dyes from substituted 2-aminothiophene and acyclic active methylene coupling components are of particular interest for dyeing polyester fibers. The dyes have the formula: ##STR1## wherein: X is a group such as alkyl, allyloxy, alkoxy, aryl or the like; Y is hydrogen, alkyl, or aryl; Z is alkyl, aryl, alkylsulfonyl, cyano or COX where X is defined above; R is cyano, carbamyl, alkanoyl, aroyl, or the like; R.sub.1 is selected from the R groups and ##STR2## wherein R.sub.2 represents the atoms necessary to complete an azole radial selected from benzothiazole, benzimidazole, benzoxazole, 1,3,4-oxadiazole, 1,3,4-thiadiazole, and pyrazole; and wherein the hydrocarbon moieties of each of the above radicals or groups may be substituted with up to three of --OH, alkoxy, hydroxyalkoxy, alkylcarbamyl, or the like.
    Type: Grant
    Filed: March 16, 1984
    Date of Patent: April 1, 1986
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4558121
    Abstract: The invention provides novel symmetrical and unsymmetrical disazo dyes which in the form of the free acid have the formula I ##STR1## wherein each R independently of the other represents hydrogen or an alkyl group of 1 to 4 carbon atoms,each R.sub.1 independently of the other represents hydrogen, the methyl, ethyl, hydroxyethyl or cyanoethyl radical, but especially hydrogen,each X independently of the other represents hydrogen, halogen, an alkyl or alkoxy group, each of 1 to 4 carbon atoms,each Y independently of the other represents hydrogen or an alkoxy group of 1 to 4 carbon atoms,each Z independently of the other represents hydrogen, an acylamino group or an alkyl or alkoxy group, each of 1 to 4 carbon atoms, andB represents an acyl radical.
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: December 10, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Alfred Fasciati, Arthur Buhler
  • Patent number: 4554348
    Abstract: Disclosed are new acid azo dyes prepared from 2-amino-cinnamoylthiophene compounds. These dyes give bright red to blue shades, for example, on polyester, cellulose acetate, wool and particularly polyamide fibers and exhibit improvements in one or more of such properties as bathochromic shift, fastness to light, sublimation, chlorine, heat, ozone, gas, perspiration, crock, and wash, build, pH stability, bloom resistance, depth of shade, leveling, strike rate, migration, and the like. The dyes have the general formula ##STR1## wherein: R.sup.14 is H or alkyl; R is a substituent selected, for example, from alkyl, substituted alkyl, hydroxy, alkoxy, halogen, nitro, alkoxycarbonyl, alkanoyloxy, alkanoyl, cyano, alkylamino, and dialkylamino; C.sup.1 represents an aniline, tetrahydroquinoline or benzomorpholine coupling component which may be extensively substituted; each of R.sup.12 and R.sup.13 is selected from H, alkyl, alkoxy, acyl, halogen, and the like; and at least one of the water solubilizing groups, --SO.
    Type: Grant
    Filed: January 23, 1984
    Date of Patent: November 19, 1985
    Assignee: Eastman Kodak Company
    Inventor: Robert N. Gourley