Nitrogen Bonded Directly At Alpha Position (i.e., 1-, 4-, 5- Or 8-position) Patents (Class 552/225)
  • Patent number: 7202292
    Abstract: In one embodiment, a colored polymeric resin composition, comprises: a polymeric resin; and a 1,8-diaminoanthraquinone derivative having a purity of greater than or equal to about 90 wt % and having a Formula (VIII): wherein R2–R7 are, individually, selected from the group consisting of a hydrogen atom, a hydroxyl group, an alkoxy group, an aryloxy group, an aliphatic group, an aromatic group, a heterocyclic group, a halogen atom, a cyano group, a nitro group, —COR9, —COOR9, —NR9R10, —NR10COR11, —NR10SO2R11, —CONR9R10, —CONHSO2R11, and —SO2NHCOR11; in which R9 and R10 are, individually, selected from the group consisting of a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group; wherein R11 is selected from the group consisting of an aliphatic group, an aromatic group, and a heterocyclic group; and wherein R is selected from the group consisting of hydrogen, an alkyl group containing 1 to 20 carbon atoms, a cycloalkyl group containing 3 to 20 carbon atoms, an allyl group containi
    Type: Grant
    Filed: July 15, 2003
    Date of Patent: April 10, 2007
    Assignee: General Electric Company
    Inventors: Philippe Schottland, Krishnamoorthy Sivakumar, Binod Behari Sahoo, Ganapati Subray Shankarling, Meerakani Mohamed Ali Sait, Adil Minoo Dhalla
  • Patent number: 7160335
    Abstract: The present invention relates to a compound of formula I wherein R1 and R3 are each independently of the other —NHR5, NHSO2R5, —NHCOR5, —OR6 or —SR7, R2 and R4 are each independently of the other —OR6 or —SR7, with the proviso that not all of the substituents R1 to R4 are —SR7, R5 is hydrogen, alkyl, aryl, aralkyl or a group of formula —(CnH2nX)m—H wherein X is —O—, —S—, —SO2—, —NH—, —NR8—, —CONH— or —CONR8— and R8 is alkyl or aryl, n is a number from 2 to 6 and m is a number from 1 to 10, R6 is aryl or heteroaryl and R7 is alkyl, aryl, heteroaryl or a group of formula —(CnH2nX)m—H wherein X is —O—, —S—, —SO2—, —NH—, —NR8—, CONH— or —CONR8— and R8 is alkyl or aryl, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles.
    Type: Grant
    Filed: March 13, 2003
    Date of Patent: January 9, 2007
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lauk, Patric Nowack, Alfons Arquint
  • Publication number: 20040250357
    Abstract: An inventive blue colorant comprising a chromophore having at least one hydroxy group-terminated polyester chain attached, through a suitable alkylamino linking group (or groups), to the 1-position, the 4-position, or both, of an anthraquinone backbone is provided. Such colorants exhibit excellent amine/base stability and thermal stability, effective colorations, excellent low extraction rates, and high lightfastness levels, particularly when incorporated within certain media and/or on the surface of certain polyurethane substrates. The polyester chain or chains can be conveniently tailored to increase the solubility or compatibility in different types of polyurethane resin precursors thereby permitting the introduction of such excellent coloring chromophores within diverse polyurethane media and/or or diverse polyurethane substrates as well as provides a liquid colorant which facilitates handling.
    Type: Application
    Filed: June 14, 2003
    Publication date: December 16, 2004
    Inventors: Jusong Xia, Chunping Xie, Vanessa Creel
  • Publication number: 20040138436
    Abstract: The present invention relates to colorant of the general formula, wherein A, B and B′, m and m′ and n and n′ are as defined in the description. The colorants can be used for the pigmenting of porous materials and in injekt printing and, in the case of pigmenting, are converted to the insoluble pigment form. In the pigmenting of porous materials, for example in the pigmenting of wood or anodised aluminium in the pores, the colorants yield very good penetration and fastness to light and, in injekt printing, yield very good water-resistance.
    Type: Application
    Filed: October 16, 2003
    Publication date: July 15, 2004
    Inventors: Hans-Thomas Schacht, Gilbert Moegle
  • Publication number: 20040116536
    Abstract: We have now discovered that certain 9,10-anthraquinone derivatives we developed possess potent activity against O. perornata while possessing a sufficiently high level of solubility in water to make their activity against O. perornata viable. These compounds possess a high level of activity against O. perornata yet are relatively non-toxic to green algae and fishes. The compounds also possess a relatively short half-life. The compounds represent a new means to providing compounds possessing a high degree of selective activity against blue-green algae while being physiologically tolerated by catfish and green algae. The compounds provide a means for controlling blue-green algae in managed bodies of water that are destined for public use or consumption.
    Type: Application
    Filed: December 16, 2002
    Publication date: June 17, 2004
    Inventors: Kevin K. Schrader, Dhammika Nanayakkara
  • Publication number: 20040110812
    Abstract: Disclosed are thermally-stable, anthraquinone colorant compounds (dyes) which contain one or more vinyl groups which render the compounds copolymerizable with reactive vinyl monomers to produce colored, polymeric compositions such as acrylate and methacrylate polymeric materials. The compounds possess good fastness (stability) to ultraviolet (TV) light, good solubility in vinyl monomers, good color strength and excellent thermal stability. Also disclosed are (1) coating composition comprising (i) one or more polymerizable vinyl compounds, (ii) one or more of the dye compounds described above, and (iii) a photoinitiator and (2) polymeric materials, i.e., polymers derived from one or more acrylic acid esters, one or more methacrylic acid esters, one or more other polymerizable vinyl compounds or mixtures of any two or more thereof, having copolymerized therein one or more of the anthraquinone colorant compounds.
    Type: Application
    Filed: November 21, 2003
    Publication date: June 10, 2004
    Inventors: Michael John Cyr, Max Allen Weaver, Gerry Foust Rhodes, Jason Clay Pearson, Phillip Michael Cook, Jos Simon De Wit, Larry Keith Johnson
  • Publication number: 20040110308
    Abstract: The invention provides novel anthraquinone compositions that are useful as broad-spectrum quenchers of fluorescence and provides methods for making and using them. The anthraquinone quenchers can be conjugated to a variety of biologically relevant compounds, including lipids, nucleic acids, polypeptides, and more specifically antigens, steroids, vitamins, drugs, haptens, metabolites, toxins, environmental pollutants, amino acids, peptides, proteins, nucleotides, oligonucleotides, polynucleotides, carbohydrates, and their analogs. The invention also provides kits comprising, in one or more containers, at least one anthraquinone quencher dye composition of the present invention, and instructions for using that composition.
    Type: Application
    Filed: September 19, 2003
    Publication date: June 10, 2004
    Applicant: Integrated DNA Technologies, Inc.
    Inventors: Andrei Laikhter, Mark Aaron Behlke, Yawfui Yong, Scott Rose, Lingyan Huang
  • Publication number: 20040082801
    Abstract: Disclosed is a process for preparing a colorant of the formula 1
    Type: Application
    Filed: September 27, 2002
    Publication date: April 29, 2004
    Applicant: Xerox Corporation.
    Inventors: C. Wayne Jaeger, Jeffery H. Banning
  • Publication number: 20030110581
    Abstract: Blue colorants comprising a chromophore having at least one poly(oxyalkylene) chain attached to the 1-position, the 4-position, or both, through aromatic amino group or groups, of an anthraquinone backbone are provided. Such colorants exhibit excellent amine/base stability and thermal stability, effective colorations, excellent low extraction rates, and high lightfastness levels, particularly when incorporated within certain media and/or on the surface of certain substrates, particularly polyesters, polyolefins, and polyurethanes. The poly(oxyalkylene) chain or chains can be conveniently tailored to increase the solubility or compatibility in different solvents or resins thereby permitting the introduction of such excellent coloring chromophores within diverse media and/or or diverse substrates as well as provides a liquid colorant which facilitates handling. Compositions and articles comprising such colorants are provided as well as methods for producing such inventive colorants.
    Type: Application
    Filed: October 12, 2001
    Publication date: June 19, 2003
    Inventor: Jusong Xia
  • Publication number: 20030008316
    Abstract: There is disclosed a compound of formula (I) wherein each of X1 and X2 are independently NH—A—NR1R2, and wherein A is A C2-8 alkylene and R1 and R2 are independently selected from hydrogen, C1-4 alkyl, C2-4 hydroxy-alkyl and C2-4 aminoalkyl, or R1 and R2 together form a C2-6 alkylene group which with the nitrogen atom to which R1 and R2 are attached forms a heterocyclic ring, or an N-oxide derivative thereof, and wherein the compound (I) or its N-oxide derivative is optionally in the form of an acid salt derived from an organic or inorganic acid. Also disclosed is a method of its production and its uses, including its use in analyzing a cell or biological material and detecting the emitted fluorescence signal.
    Type: Application
    Filed: August 12, 2002
    Publication date: January 9, 2003
    Applicant: BIOSTATUS LIMITED
    Inventors: Paul James Smith, Laurence Hylton Patterson
  • Patent number: 6090165
    Abstract: Dye mixtures which contain a dye of the formula ##STR1## together with a dye of the formula ##STR2## in which M.sup.+ in the dyes of the formulae (1) and (2) are ammonium cations ##STR3## which are identical to or different from one another, of an amine of the formula ##STR4## where R.sub.1 and R.sub.2 independently of one another are hydrogen, C.sub.1 --C.sub.6 alkyl or C.sub.2 --C.sub.6 alkyl substituted by hydroxyl or amino and, if appropriate, interrupted by an oxygen atom, and R.sub.3 is C.sub.2 --C.sub.6 alkyl substituted by hydroxyl or amino and, if appropriate, interrupted by an oxygen atom, afford dyeings having good fastnesses on nitrogen-containing or hydroxyl group-containing fibre materials.
    Type: Grant
    Filed: February 10, 1998
    Date of Patent: July 18, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Roger Lacroix
  • Patent number: 6033742
    Abstract: A liquid crystal display device comprises, a pair of substrates having an electrode on a surface thereof, and a liquid crystal layer containing a liquid crystal and a dichroic dye, wherein the dichroic dye is an anthraquinone dye exhibiting 0.08 or less of Y value represented by the following equation,Y={.SIGMA..DELTA.H tr,m/268-.SIGMA..DELTA.S tr,m}(kJK.sup.-1 kg.sup.-1)wherein .SIGMA..DELTA.H tr,m is a sum of an enthalpy change of transition from -5.degree. C. to the melting point of and an enthalpy change of melting per unit weight, and .SIGMA..DELTA.S tr,m is a sum of an entropy change of transition from -5.degree. C. to the melting point and an entropy change of melting per unit weight.
    Type: Grant
    Filed: March 30, 1998
    Date of Patent: March 7, 2000
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Hiroki Iwanaga, Katsuyuki Naito
  • Patent number: 5703215
    Abstract: A process for the coloration of a substrate, especially a textile, comprising the steps of:(a) applying to the substrate a mixture comprising an aqueous solvent and a water-soluble dye comprising molecules which contain a nucleophilic group and an electrophilic group; and(b) heating or basifying or heating and basifying the dye thereby causing molecules of the dye to join together.Also claimed are dyes, polymers and oligomers.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: December 30, 1997
    Assignee: Zeneca Limited
    Inventors: Andrew Hunter Morris Renfrew, Andrew Paul Shawcross
  • Patent number: 5493036
    Abstract: The invention relates to fibre-reactive anthraquinone dyes of formula ##STR1## wherein R.sub.1, R.sub.2, B, U, R and n are as defined in claim 1. The anthraquinone dyes of formula (1) are suitable for dyeing or printing hydroxyl group containing or nitrogen-containing fibre materials and give dyeings or prints of good allround fastness properties.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: February 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 5386042
    Abstract: 1,4-Diaminoanthraquinone-2,3-disulfonic acid (I) is prepared by reacting 1,4-diamino-2,3-dihaloanthraquinone (II) with boric acid in an inert organic solvent and further reacting the resulting reaction product (IIa) with an aqueous sulfite solution, by a method in which the inert organic solvent used is a nonpolar solvent having a boiling point of .gtoreq.130.degree. C. and a density of .ltoreq.0.95 g/cm.sup.3, and 1,4-diaminoanthraquinone-2,3-dinitrile (III) is prepared by reacting the 1,4-diaminoanthraquinone-2,3-disulfonic (I) with a cyanide.
    Type: Grant
    Filed: July 8, 1993
    Date of Patent: January 31, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Dust, Udo Bergmann, Gerd Schwantje
  • Patent number: 5210187
    Abstract: Double attachment reactive dyes have the formula ##STR1## where U.sup.1 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR2## where Q.sup.1 and Q.sup.2 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.3 is a group which is detachable under alkaline reaction conditions,Z is the radical ##STR3## where each Q.sup.4 is independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl which may be substituted by cyano, U.sup.2 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR4## where Q.sup.5 and Q.sup.6 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.7 is a group which is detachable under alkaline reaction conditions, and w is 0, 1 or 2,t is 0, 1 or 2,v is 1 or 2 and X and L are each as defined in the description, with the proviso that at least one of the two radicals U.sup.1 and U.sup.2 is not C.sub.1 -C.sub.
    Type: Grant
    Filed: April 9, 1992
    Date of Patent: May 11, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Uwe Nahr, Friedrich Wirsing, Joerg L. Jessen, Klaus Pandl, Claus Marschner, Matthias Dust
  • Patent number: 5196553
    Abstract: A process for the preparation of aminoanthraquinone derivatives comprises reacting (A) bromaminic acid or a metal salt thereof with (B) an amine or amide in an aqueous alkaline medium in the presence of a copper (I) salt formed by in situ reduction of a copper (II) salt.
    Type: Grant
    Filed: June 25, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: John H. Brady, Peter J. Brogden, Malcolm B. Nield
  • Patent number: 5023325
    Abstract: A reactive dye of the formulaD--U--R).sub.nin which D is the radical of an anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye; U is --CO-- or --SO.sub.2 --; R is a radical of the formula ##STR1## Z is sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; alk is a polymethylene radical having 1 to 6 C atoms or its branched isomers; Y is hydrogen, chlorine, bromine, fluorine, hydroxyl, sulfato, C.sub.1 -C.sub.4 -alkanoyloxy, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above; V is hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by carboxyl, sulfo, C.sub.1 -C.sub.2 -alkoxy, halogen or hydroxyl;or a radical ##STR2## in which Z, alk and Y are as defined above; R.sub.1 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: June 11, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann