Formazan Containing (i.e., Hnh-n=ch-n=nh, Wherein Substitution May Be Made For Hydrogen Only) Patents (Class 534/652)
  • Patent number: 9783443
    Abstract: A system for providing an acidic ionized ozonated liquid. The system includes a liquid inlet arranged to accept a liquid into the system; an acid-based cation-exchange resin in fluid communication with the liquid inlet, the resin adapted to exchange cations in the accepted liquid with H+ ions on the resin; an ozone dissolving apparatus in fluid communication with the liquid inlet and the acid-based cation-exchange resin; and a liquid outlet in fluid communication with the liquid inlet, the acid-based cation-exchange resin and the ozone dissolving apparatus. The ozone dissolving apparatus and the acid-based cation-exchange resin cooperating to produce the acidic ionized ozonated liquid for dispensation out of the system via the liquid outlet.
    Type: Grant
    Filed: August 20, 2012
    Date of Patent: October 10, 2017
    Assignee: TERSANO INC.
    Inventors: Steve L. Hengsperger, Justin L. Namespetra, Jamie O'Neil
  • Publication number: 20120251417
    Abstract: A method for recovering a metal, capable of recovering a metal easily without requiring the use of an organic medium, is provided. A complex between a chelating agent and a metal present in a sample is formed in a mixture prepared by mixing the chelating agent and the sample under pH conditions where the chelating agent can be insoluble in an aqueous medium. Then, the complex is recovered from the mixture, and further, the metal is recovered by dissolving the recovered complex in an aqueous medium under pH conditions that are different from the pH conditions where the chelating agent can be insoluble in an aqueous medium. By this method, a metal can be recovered easily without requiring the use of the use of an organic medium.
    Type: Application
    Filed: April 2, 2012
    Publication date: October 4, 2012
    Applicant: ARKRAY, INC.
    Inventors: Yuka Shimomura, Mayumi Yamada
  • Publication number: 20090018317
    Abstract: The present invention provides a reactive dyestuff with an alkylthio group and a ?-sulfatoethylsulfone group, which is represented by formula (I), wherein D, R, R1, R2, R3, R4, Q, x, and y are defined the same as the specification. The reactive dyestuffs of the present invention not only have characteristics of high solubility, high alkali solubility, and easily being washed off for dyeing cellulose fiber, but also are suitably applied in cold-pad-batch dyeing, continuous-dyeing, printing, and digital printing.
    Type: Application
    Filed: July 10, 2007
    Publication date: January 15, 2009
    Applicant: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Hong-Chang Huang, Duncan A. S. Phillips, John A. Taylor
  • Publication number: 20040073014
    Abstract: Fluorescent dyes, fluorescence energy transfer dye couples, multi-color dye sets, can be employed in art-recognized assays and certain novel methods, such as in proximity assays.
    Type: Application
    Filed: July 1, 2003
    Publication date: April 15, 2004
    Inventors: Roger O'Neill, Peter V. Fisher
  • Patent number: 6653454
    Abstract: The present invention relates to a novel blue dye compound represented by Formula (1) as shown below, which can be synthesized without a dianisidine compound used for a raw material and can dye a cellulosic high molecular material to provide the blue dyed product that has a high color value, a good build-up and various kinds of good fastness; a method for dyeing a cellulosic high molecular material by using the same; and a cellulosic high molecular material dyed with the same. A formazan compound represented by (In Formula (1), R1 is hydrogen, sulfo, hydroxy, chloro, methoxy, carboxyl or alkyl; either of R2 and R3 is hydrogen and the other is sulfo; X is morpholino, 2-hydroxyethylamino or bis(2-hydroxyethyl)amino; and Y is a phenylene diimino represented by Formula (2) as shown below (In Formula (2), R4 is sulfo or carboxyl)) or the salt thereof.
    Type: Grant
    Filed: October 1, 2002
    Date of Patent: November 25, 2003
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Mariko Umeda, Hideshiro Nomura, Yasuo Shirasaki, Eiichi Ogawa
  • Patent number: 6551364
    Abstract: Dye mixtures which comprise at least one 1:2 cobalt complex dye of the formazan compound of the formula in which X is substituted or unsubstituted C1-C8alkyl, phenyl, naphthyl, furyl or thienyl, R1 and R2 independently of one another are hydrogen or substituted or unsubstituted C1-C8alkyl, phenyl or naphthyl, m is a number from 1 to 4 and the rings I, II, III and IV may be further substituted, together with at least one anthraquinone dye of the formula (2) as defined in claim 1, or together with at least one 1:2 chromium or 1:2 cobalt complex dye of two identical or different azo compounds from the group comprising the compounds of the formulae (3), (4), (5) and (6) as defined in claim 1; and novel 1:2 cobalt complex formazan dyes. The dye mixtures are particularly suitable for dyeing or printing natural and synthetic polyamide fiber materials, dyeings or prints having good fastnesses being obtained.
    Type: Grant
    Filed: February 22, 2001
    Date of Patent: April 22, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Publication number: 20020165368
    Abstract: Azo compounds of the 2-(4-amino)phenyldiazinecarboximidamide type and 2-(4-amino)phenylhydrazinecarboximidamide type, a process for their synthesis, their use for dyeing keratin fibers, dye compositions containing them, and dyeing processes.
    Type: Application
    Filed: March 8, 2002
    Publication date: November 7, 2002
    Applicant: L'Oreal S.A.
    Inventors: Jean-Christophe Henrion, Michel Philippe
  • Patent number: 6407220
    Abstract: The present invention provides reactive formazan dyestuffs of the general formula (I), Wherein A, B, D, Me, Q, R, and Z are defined in this document. The dyes according to the invention are distinguished by high fixation and a very good build-up. They are distinguished also by a low substantivity and a high exhaustion, and they have fiber-reactive properties and are very highly suitable for dyeing and printing of materials containing either cellulose fibers.
    Type: Grant
    Filed: December 14, 2001
    Date of Patent: June 18, 2002
    Assignee: Everlight USA, Inc.
    Inventors: Huei Ching Huang, Wen-Jang Chen
  • Publication number: 20010014733
    Abstract: Dye mixtures which comprise at least one 1:2 cobalt complex dye of the formazan compound of the formula 1
    Type: Application
    Filed: February 22, 2001
    Publication date: August 16, 2001
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 6063587
    Abstract: Tetrazolium salt compounds represented by the following general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 independently represent hydrogen atom, nitro group, cyano group, carboxyl group or a halogen atom, preferably nitro group; R.sup.3 represents an alkyl group or an alkoxyl group, preferably methyl group or methoxy group; and M represents an alkali metal or an ammonium. The compounds are useful for quantitative measurement of a dehydrogenase, and characterized to have high water-solubility and excellent storage stability in the state of an aqueous solution.
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: May 16, 2000
    Assignee: Dojindo Laboratories Co., Ltd.
    Inventors: Munetaka Ishiyama, Yoko Miyazono, Masanobu Shiga, Kazumi Sasamoto
  • Patent number: 5677434
    Abstract: A family of 1:2 Fe-complexed formazan dyes is described. The dyes unexpectedly afford reddish-violet, violet, blue and black shades on natural and synthetic substrates. Methods for synthesizing the dyes and for dyeing a substrate are described. The dyes represent environmentally friendly alternatives to conventional Cr- and Co-based azo and formazan dyes.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: October 14, 1997
    Assignee: North Carolina State University
    Inventors: Harold S. Freeman, Jolanta Sokolowska-Gajda, Abraham Reife
  • Patent number: 5536876
    Abstract: Fiber-reactive formazan dyes are prepared by diazotizing a protectively formylated hydroxyphenylenediamine, coupling with a hydrazone compound, metallizing, eliminating the protective group, and reacting with a halotriazine and optionally thereafter with an amine or a hydroxy compound via novel aminophenol intermediates.
    Type: Grant
    Filed: October 31, 1994
    Date of Patent: July 16, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Marschner, Manfred Patsch
  • Patent number: 5410027
    Abstract: Fiber-reactive formazan dyes are prepared by diazotizing a protectively formylated hydroxyphenylenediamine, coupling with a hydrazone compound, metallizing, eliminating the protective group, and reacting with a halotriazine and optionally thereafter with an amine or a hydroxy compound via novel aminophenol intermediates.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: April 25, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Marschner, Manfred Patsch
  • Patent number: 5391719
    Abstract: A process for preparing metal aminoformazans by alkaline hydrolysis of the corresponding acylated amino derivates in aqueous medium, is described, the hydrolysis being carried out at from 120.degree. to 170.degree. C. and from 3 to 5 bar in the presence of from 1.5 to 3 mol of an alkali metal hyroxide, based on 1 mol of acylated aminoformazan.
    Type: Grant
    Filed: June 23, 1993
    Date of Patent: February 21, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Wiesenfeldt, Klaus Pandl, Manfred Patsch
  • Patent number: 5340804
    Abstract: The present invention is directed to the use of 1,5-diaryl-3 -formazancarbonitrile compounds for the control of parasites in vertebrate animals.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: August 23, 1994
    Assignee: Eli Lilly and Company
    Inventor: David I. Wickiser
  • Patent number: 5215925
    Abstract: 1,5-Bis(2-hydroxyphenyl)-3-cyanoformazans substituted in at least one of the 3-, 4- and 5-positions of either phenyl moiety are useful for the determination of magnesium ions. The cyanoformazan substituents are chosen such that their cumulative Hammett-sigma value is greater than about 0.23. These cyanoformazans are useful in analytical compositions and methods for either wet or dry assay of magnesium ions.
    Type: Grant
    Filed: June 17, 1991
    Date of Patent: June 1, 1993
    Assignee: Eastman Kodak Company
    Inventors: Bruce E. Babb, David A. Hilborn
  • Patent number: 5207985
    Abstract: Novel compounds and assay methods are provided for determining the presence of lithium in serum, plasma, urine or other sample without deproteinization. The novel compounds are water soluble derivatives of TMC-crownformazans and provide signal enhancement by increased absorbance of the dye-lithium complex over the dye anion.
    Type: Grant
    Filed: June 20, 1991
    Date of Patent: May 4, 1993
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Cheng-I Lin, Marcel Pirio
  • Patent number: 5049666
    Abstract: Novel compounds and assay methods are provided for determining the presence of lithium in serum, plasma, urine or other sample without deproteinization. The novel compounds are water soluble derivatives of TWC-crownformazans and provide signal enhancement by increased absorbance of the dye-lithium complex over the dye anion.
    Type: Grant
    Filed: March 4, 1988
    Date of Patent: September 17, 1991
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Cheng-I Lin, Marcel Pirio
  • Patent number: 5041540
    Abstract: Novel copper formazan reactive dyes which contain one or two chromophoric radicals derived from a copper formazan of the formula ##STR1## where R.sup.1 is hydrogen, hydroxysulfonyl, C.sub.1 -C.sub.4 -alkoxy or chlorine, R.sup.2 is hydrogen or hydroxysulfonyl and one of the two radicals R.sup.3 and R.sup.4 is hydrogen and the other is hydroxysulfonyl or, if at least one of the two radicals R.sup.1 and R.sup.2 is hydroxysulfonyl, R.sup.3 and R.sup.4 can each at the same time also be hydrogen, and two or three halotriazine radicals as reactive system, and salts thereof, are useful for dyeing or printing hydroxyl- or nitrogen-containing organic substrates.
    Type: Grant
    Filed: November 3, 1989
    Date of Patent: August 20, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Pandl, Manfred Patsch
  • Patent number: 5028700
    Abstract: Copper complex formazan compounds of the general formula (1) ##STR1## in which A and B both independently of one another denote a benzene or naphthalene ring, both of which can be substituted by substitutents customary in fiber-reactive dyestuffs, these substituents being, in particular, the groups Z which confer water-solubility and fiber-reactive groups --SO.sub.2 --Y shown in formula (1);Z is a group which confers water-solubility, such as a carboxy of sulfo group, and can be bonded to A, B and R;m is the number 1, 2, 3 or 4;R is an aryl radical, for example phenyl or naphthyl, which can be substituted by one or two groups Z of the above meaning and/or by halogen, lower alkyl and/or lower alkoxy, or is a lower alkyl radical, which can be substituted by halogen, sulfo and/or carboxy;the group --SO.sub.2 --Y can be bonded to A and B;n is the number 1 or 2;Y is vinyl or an ethyl group, which is substituted in the .beta.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: July 2, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Gunther Schwaiger
  • 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: 5015731
    Abstract: Copper complex formazan compounds which have fiber-reactive properties and are very highly suitable for use as dyes for dyeing carboxamido-containing and/or hydroxy-containing material, such as fiber material, for example wool and cellulose fiber materials, have the general formula (1) ##STR1## where A is a benzene or naphthylene ring which may be substituted by substituents customary in dyes, such as halogen, nitro, alkyl and alkoxy,B is alkylene of 1 to 8 carbon atoms or alkenylene of 2 to 8 carbon atoms which may each be substituted by phenyl which in turn may contain the substituents customary in dyes, or is alkylene-phenylene or alkenylene-phenylene having lower alkylene and alkenylene radicals, while the phenylene radicals may in turn contain the substituents customary in dyes, or is a phenylene or naphthylene radical which may contain substituents customary in dyes, or is the bivalent radical of a heterocycle, such as furan, thiophene or benzimidazole, or--B--Z together is hydrogen,Z is a water-solubil
    Type: Grant
    Filed: February 2, 1990
    Date of Patent: May 14, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer
  • Patent number: 5004807
    Abstract: Copper formazan reactive dyes of the formula: ##STR1## where X is cyano, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, one of two radicals Y and Z is hydrogen and the other is hydroxysulfonyl, R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or cyano- or carbamoyl-substituted C.sub.2 -C.sub.4 -alkyl and R.sup.2 is fluorine or chlorine, and salts thereof are useful for dyeing cellulose fibers, resulting in blue shades. Such dyes are soluble in water and have a high fastness level and tinctorial strength.
    Type: Grant
    Filed: November 4, 1988
    Date of Patent: April 2, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Pandl, Manfred Patsch
  • Patent number: 4994562
    Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where B is an aliphatic or sulfo-free aromatic bridge member, R is .alpha.,.beta.-dihalopropionyl, .alpha.-haloacryloyl or haloacetyl, T.sub.1 is halogen, X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, cyano or nitro, Y is --CO-- or --SO.sub.2 --, Z is nitrogen or --C--T.sub.2, T.sub.2 is halogen, hydrogen, C.sub.1 -C.sub.4 alkylthio, cyano, formyl or C.sub.1 -C.sub.4 alkylsulfonyl, m is 1, 2 or 3, n is 0, 1 or 2, qu is 0 or 1 and r and s are each eitehr 0 or 1 but never the same as each other, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lehmann
  • Patent number: 4985545
    Abstract: A water-soluble formazan colorant, which is represented by the following general formula (I) in the form of free acid: ##STR1## (where: R represents a hydrogen atom or a lower alkyl group which may be substituted; X denotes a phenylene group or a naphthylene group which may be substituted; Y indicates --SO.sub.2 CH.dbd.CH.sub.2 group or --SO.sub.2 C.sub.2 H.sub.4 W group wherein W represents a group to be eliminated by the action of alkali; and Z designates a lower alkylamino group, a phenylamino group or a naphthylamino group, having one or two water-soluble groups selected from the group consisting of hydroxyl group, sulfonic acid group and carboxylic acid group); and a method of dyeing by use of the colorant. The colorant is used to dye cellulosic and nitrogen-containing fibers in blue shades with excellent reactive fixing properties.
    Type: Grant
    Filed: August 15, 1988
    Date of Patent: January 15, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Kiyoshi Himeno, Toshio Hihara, Kanzi Shimizu, Yukiharu Shimizu
  • Patent number: 4973671
    Abstract: Double copper formazan reactive dyes of the formula ##STR1## in which R.sup.1 is hydrogen, hydroxylsulfonyl or chlorine; R.sup.2 is hydrogen or hydroxylsulfonyl; one of two radicals R.sup.3 and R.sup.4 is hydrogen and the other is hydroxylsulfonyl; Q is fluorine or chlorine; and X is a radical of the formula ##STR2## where R.sup.5 and R.sup.6 are identical or different and each is independently of the other hydrogen or unsubstituted or cyano- or hydroxyl-substituted C.sub.1 -C.sub.4 -alkyl and Y is hydroxyl or the radical NR.sup.7 R.sup.8 where R.sup.7 and R.sup.8 are identical or different and each is independently of the other hydrogen or unsubstituted or cyano-, hydroxyl- or hydroxylsulfonyl-substituted C.sub.1 -C.sub.4 -alkyl, with the proviso that R.sup.5 and R.sup.6 are not both hydrogen, or salts thereof are useful for dyeing and printing hydroxyl- or nitrogen-containing organic substrates.
    Type: Grant
    Filed: November 4, 1988
    Date of Patent: November 27, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Pandl, Manfred Patsch
  • Patent number: 4935500
    Abstract: A reactive metal formazan blue dye represented by a free acid of the formula, ##STR1## wherein A.sub.1 and A.sub.2 are independently a substituted or unsubstituted phenylene or naphthylene group, B is a straight or branched alkyl or alkenyl group, a phenyl group, a naphthyl group or a heterocyclic group, the alkyl, alkenyl, phenyl, napthyl and heterocyclic group being substituted or unsubstituted, Me is an ion of metal identified by an atomic number of 27 to 29, X is --O-- or ##STR2## Y is a halogen atom, Z is a group capable of imparting water solubility, each of l, m and n is 0 or an integer of 1 to 3, provided that the sum of l, m and n is from 1 to 4, D is a substituted or unsubstituted phenylene or naphthylene group, R is a substituted or unsubstituted lower alkyl group, and Q is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: June 19, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takashi Omura, Katsumasa Otake, Kaneo Yokoyama, Yasuo Tezuka
  • Patent number: 4918169
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, napthoquinone, pyrenequinone or perylene-tetracarbimide dye radical, X is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphonic acid group or a quaternized ammonium group, r is 1 or 2, R is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, and A is a radical of the formula ##STR2## wherein R' is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, C.sub.5 -C.sub.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4906736
    Abstract: Water-soluble copper complex formazan compounds which conform to the general formula (1) below and have useful fiber-reactive dye properties and dye carboxamido- and/or hydroxy-containing material, in particular cellulose fibers, in fast blue shades. ##STR1## in which: M is hydrogen or a salt-forming metal atom,k, m and n each denote the number zero, 1 or 2, the sum (k+m+n) being equal to 1 to 4,A is a benzene or napththalene ring which additionally can contain the fiber-reactive group --NH--Q and further substituents,B is a benzene or naphthalene ring which additionally contains the fiber-reactive group --NH--Q and further substituents,D is substituted or unsubstituted alkylene of 1 to 8 carbon atoms or is a benzene or naphthalene ring having optionally additional substituents or is a heterocyclic radical,X is a sulfo group or an oxy or carbonyloxy group,r is the number 1 or 2,Q is a radical of the formula (2) ##STR2## in which Y is halogen, Z is vinyl or a .beta.
    Type: Grant
    Filed: February 23, 1988
    Date of Patent: March 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer, Werner H. Russ
  • Patent number: 4892937
    Abstract: Novel tetra-substituted aryl cyclic formazan dyes are useful in assaying for Li.sup.+.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: January 9, 1990
    Assignee: Eastman Kodak Company
    Inventors: Mary H. Delton, Shari L. Eiff
  • Patent number: 4772323
    Abstract: An ink comprising at least one water-soluble dye, free from cellulose-reactive groups, of the formula: ##STR1## wherein, R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 and R.sup.2 together with the nitrogen atom form a morpholine ring;a and b are different and from 2 to 8m is from 1 to 10; n is from 0 to 9;M is H, ammonium or sodium, potassium or lithium;X is (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.4 are each independently selected from H, alkyl and aryl, or (iii) a mono- or dis-azo chromophore consisting of benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components linked to the triazine nucleus through an amino linking group, NR.sup.9, in which R.sup.9 is H, C.sub.1-4 -alkyl or phenyl;R.sup.5 and R.sup.6 are selected from SO.sub.3 M and H provided at least one is SO.sub.3 M;R.sup.7 is H, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, SO.sub.
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: September 20, 1988
    Assignee: Canon Kabushiki Kaisha
    Inventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
  • Patent number: 4758658
    Abstract: A water-soluble dye, free from cellulose-reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ring;a & b are different and from 1 to 8m is from 1 to 10; n is from 0 to 9;M is H, ammonium or a monovalent metal;X is (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.4 are each independently selected from H, alkyl and aryl, or (ii) a mono- or dis-azo chromophore comprising benzene, naphthalene or mono - or bi-cyclic heteroaryl diazo and coupling components linked to the triazine nucleus through an amino linking group;R.sup.5 & R.sup.6 are selected from SO.sub.3 M and H provided at least one is SO.sub.3 M;R.sup.7 is H, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, SO.sub.3 M or COOM;and R.sup.8 is H or SO.sub.3 M,a printing ink containing the dye and a method of printing.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: July 19, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
  • Patent number: 4757135
    Abstract: Water-soluble copper formazan compounds of the general formula ##STR1## in which: Y is vinyl or ethyl which is substituted by a substituent eliminatable under alkaline conditions; the benzene nucleus A can be substituted by further substituents;M is hydrogen or a metal;B is substituted or unsubstituted phenylene or naphthylene;Z.sup.1 is hydrogen or a water-solubilizing group, or --B--Z.sup.1 together denote hydrogen, carboxy, cyano or nitro;D is a substituted or unsubstituted benzene or naphthalene radical; andR is hydrogen or a group of the formula ##STR2## in which R* is hydrogen or a substituted or unsubstituted lower alkyl, n denotes the number zero or 1, and Y.sup.2 is defined in the same manner as Y.These copper formazan compounds possess fiber-reactive dye properties and dye particular cellulose fiber materials in deep reddish blue to greenish blue fast shades.
    Type: Grant
    Filed: October 2, 1986
    Date of Patent: July 12, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Gunther Schwaiger
  • Patent number: 4720542
    Abstract: A formazan reactive blue dye represented by a free acid of the formula, ##STR1## wherein X.sub.1 and X.sub.2 are each a hydrogen atom, a methyl, methoxy or sulfonic acid group, m and l are each an integer of 0 or 1 and n is an integer of 0 to 2, provided that the sum of m, n and l is 2 or 3. This dye is usable for dyeing cellulose fibers in a brilliant blue color with good fastness, particularly, against chlorine, light and perspiration-light, as well as good white dischargeability.
    Type: Grant
    Filed: January 28, 1986
    Date of Patent: January 19, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takashi Omura, Yasuo Tezuka, Masaki Sunami
  • Patent number: 4585459
    Abstract: A process is described for separating sodium sulfate from aqueous solutions, containing less than 2% by weight of chloride, of certain fiber-reactive copper-formazan dyestuffs wherein this dyestuff solution is cooled down 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 products obtained in this way are liquid low-salt aqueous copper-formazan dyestuff preparations which contain less than 4% by weight of sodium sulfate.
    Type: Grant
    Filed: April 4, 1985
    Date of Patent: April 29, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Konrad Opitz, Gunther Schwaiger
  • Patent number: 4556706
    Abstract: Dyes of formula ##STR1## wherein D is the radical of a formazane dye of formula ##STR2## X is a group which is capable of complex formation, Z is a --NH.sub.2 group, a substituted or unsubstituted aliphatic or aromatic amino group, n is 1 or 2 and m is an integer from 2 to 5, and the benzene rings A, B and C can contain further substituents in addition to the --SO.sub.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: December 3, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Gert Hegar, Herbert Seiler
  • 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