Pentacyclo Ring System Having The Oxazine Rings As Cyclos Patents (Class 544/75)
  • Patent number: 11770973
    Abstract: An organic electroluminescence device of an embodiment includes a first electrode and a second electrode which are faced to each other, and a plurality of organic layers between the first electrode and the second electrode, and at least one organic layer selected from among the organic layers includes an amine compound represented by Formula 1 below, and thus, the organic electroluminescence device can exhibit improved emitting efficiency and long device lifespan.
    Type: Grant
    Filed: April 24, 2020
    Date of Patent: September 26, 2023
    Assignee: Samsung Display Co., Ltd.
    Inventors: Sanghyun Han, Dongjun Kim, Minji Kim, Jongwoo Kim, Eunjae Jeong, Sohee Jo
  • Patent number: 10696854
    Abstract: The disclosure relates to a solvent-free photocrosslinkable writing ink advantageously for a pen, including, as a percentage by weight relative to the total weight of the ink: a—between 40 and 75% of a photocrosslinkable acrylate and/or methacrylate oligomer, b—between 1 and 55%, optionally, of a photocrosslinkable acrylate and/or methacrylate monomer, c—between 0.5 and 6% of a photoinitiator, d—between 1 and 10% of a dye, advantageously a basic dye, and e—between 0 and 10% of an additive. The present disclosure further relates to a method for securing a writing medium using the ink, the crosslinked ink obtained by crosslinking the ink and a pen for photocrosslinkable ink including the ink.
    Type: Grant
    Filed: June 12, 2015
    Date of Patent: June 30, 2020
    Assignee: SOCIETE BIC
    Inventors: Nadège Esteveny, Kathy Vuillaume, Christelle Debrauwer
  • Patent number: 8679776
    Abstract: Novel, activatable dyes, such as photoactivatable dyes, e.g., oxazine dyes, are described. Some of the dyes are targeting dyes that can, e.g., target biomolecules, such as polypeptides, proteins, or nucleic acids. Upon activation, such as by irradiation, the novel dyes rapidly turn on their fluorescence and emit light, such as near-IR light with spatial and temporal precision.
    Type: Grant
    Filed: September 12, 2008
    Date of Patent: March 25, 2014
    Assignee: University of Massachusetts
    Inventor: Stephen C. Miller
  • Patent number: 8153393
    Abstract: Spirolactam targeting compounds, related compounds, uses of such compounds, and methods of making such compounds are disclosed.
    Type: Grant
    Filed: February 29, 2008
    Date of Patent: April 10, 2012
    Assignee: University of Massachusetts
    Inventors: Stephen C. Miller, Anjan K. Bhunia
  • Publication number: 20100297684
    Abstract: Novel, activatable dyes, such as photoactivatable dyes, e.g., oxazine dyes, are described. Some of the dyes are targeting dyes that can, e.g., target biomolecules, such as polypeptides, proteins, or nucleic acids. Upon activation, such as by irradiation, the novel dyes rapidly turn on their fluorescence and emit light, such as near-IR light with spatial and temporal precision.
    Type: Application
    Filed: September 12, 2008
    Publication date: November 25, 2010
    Inventor: Stephen C. Miller
  • Publication number: 20100251490
    Abstract: Reactive dyes of the formula (1) in which Q1 is hydrogen, halogen or a radical of the formula R1, R2 and R3 independently of one another are hydrogen or C1-C4alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, and R1 in formula (1) and R1 in formula (2a) have identical or different meanings and R2 in formula (1) and R2 in formula (2a) have identical or different meanings, (R4)0-1 and (R5)0-1 independently of one another are 0 or 1 identical or different substituents from the group consisting of C1-C4alkyl, C1-C4alkoxy, halogen and sulfo, A is hydrogen or C1-C4alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, phenyl which is unsubstituted or substituted by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, carbamoyl, sulfo or halogen, phenyl-C1-C2alkylene which is unsubstituted or substituted in the phenyl ring by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, sulfo, carbamoyl or halogen, or C5-
    Type: Application
    Filed: October 7, 2008
    Publication date: October 7, 2010
    Applicant: Huntsman International LLC
    Inventors: Athanassios Tzikas, Thomas Verdugo, Georg Roentgen
  • Patent number: 7524953
    Abstract: The invention relates to novel triphendioxazine pigments of formula (I) wherein X represents hydrogen or chlorine, while R1 represents phenyl substituted by one to five radicals from the group comprising C1-C4-alkyl, halogen, C1-C4-alkoxy, acetylamino, aminocarbonyl, methylaminocarbonyl and C1-C4-alkoxycarbonyl, or phenyl annelated in the 2,3- or 3,4- with a divalent radical of the formula —NH—(CO)m—NR2—, —CR2?CH—CO—NH—, —CR2?N—CO—NH—, —CO—NH—CO—NR2—, —CO—(NH)m—CO— or —O—(CO)m—NH— so as to form a five- or six-membered ring, R2 representing hydrogen, methyl, ethyl or phenyl and m representing 1 or 2.
    Type: Grant
    Filed: January 12, 2005
    Date of Patent: April 28, 2009
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: David Blum, Carsten Plueg, Tanja Reipen
  • Patent number: 7439340
    Abstract: A reactive dyestuff containing an alkylthio-s-triazinyl reactive group of the following formula (I) is disclosed, wherein A, X, Y, Z, R, Q, and a are defined the same as the specification. It is suitable for exhaust dyeing, cold batch-up dyeing and continuous dyeing materials that contain hydroxyl group or nitrogen group fibers.
    Type: Grant
    Filed: February 15, 2007
    Date of Patent: October 21, 2008
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Hsien-Chung Shia, Duncan Adrian Sidney Phillips, John Anthony Taylor
  • Publication number: 20080234480
    Abstract: The invention relates to novel triphendioxazine pigments of formula (I) wherein X represents hydrogen or chlorine, while R1 represents phenyl substituted by one to five radicals from the group comprising C1-C4-alkyl, halogen, C1-C4-alkoxy, acetylamino, aminocarbonyl, methylaminocarbonyl and C1-C4-alkoxycarbonyl, or phenyl annelated in the 2,3- or 3,4- with a divalent radical of the formula —NH—(CO)m—NR2—, —CR2?CH—CO—NH—, —CR2?N—CO—NH—, —CO—NH—CO—NR2—, —CO—(NH)m—CO— or —O—(CO)m—NH— so as to form a five- or six-membered ring, R2 representing hydrogen, methyl, ethyl or phenyl and m representing 1 or 2.
    Type: Application
    Filed: January 12, 2005
    Publication date: September 25, 2008
    Applicant: CLARIANT PRODUKTE (DEUTSCHLAND) GMBH
    Inventors: David Blum, Carsten Plueg, Tanja Reipen
  • Patent number: 7414129
    Abstract: The present invention relates to triphendioxazine dye of the general formula I where A1 and A2, B, R1 and M are each as defined in the claims and Y1 is a group of the general formula II or III where X1 to X4 and also R2 and R3 are each as defined in the claims, processes for their preparation and their use for dyeing and printing hydroxyl- and/or carboxamido-containing materials.
    Type: Grant
    Filed: December 20, 2005
    Date of Patent: August 19, 2008
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Stefan Ehrenberg
  • Publication number: 20030228644
    Abstract: Prodrug compounds capable of permeating a desired biological compartment and releasing a biologically active molecule in active form to effect a therapeutic functional change in the compartment to which it is introduced.
    Type: Application
    Filed: December 10, 2002
    Publication date: December 11, 2003
    Inventor: Randell L. Mills
  • Publication number: 20030060608
    Abstract: Disclosed are compositions for printing recording materials, especially textile fibre materials, paper and papery substrates and plastic films and plastic transparencies by the inkjet printing process, including
    Type: Application
    Filed: September 20, 2002
    Publication date: March 27, 2003
    Inventors: Ludwig Hasemann, Reinhard Pedrazzi, Josef Geisenberger, Josef Ritter, Hans-Tobias Macholdt, Andreas Wuzik
  • Publication number: 20030055243
    Abstract: Atropisomeric energy-transfer dye compounds are disclosed. A variety of molecular biology applications utilize atropisomeric xanthene fluorescent dyes as labels for substrates such as nucleotides, nucleosides, polynucleotides, polypeptides and carbohydrates. Methods include DNA sequencing, DNA fragment analysis, PCR, SNP analysis, oligonucleotide ligation, amplification, minisequencing, and primer extension.
    Type: Application
    Filed: August 21, 2002
    Publication date: March 20, 2003
    Applicant: PE Corporation (NY)
    Inventors: Linda G. Lee, Meng C. Taing, Barnett B. Rosenblum
  • Patent number: 6515123
    Abstract: The invention is directed to carbamate group containing non chloranil based triphendioxazine compounds useful as pigments which are readily convertible into the corresponding triphendioxazine pigments without carbamate.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: February 4, 2003
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Bansi Lal Kaul, Bruno Piastra, Pascal Steffanut
  • Publication number: 20020120141
    Abstract: Dye labeled imidazonaphthyridine, imidazopyridine and imidazoquinoline compounds having immune response modulating activity are disclosed. The compounds are useful, inter alia, for determining the binding and/or receptor sites of the molecules.
    Type: Application
    Filed: February 19, 2002
    Publication date: August 29, 2002
    Applicant: 3M Innovative Properties Company
    Inventors: Michael J. Rice, Mark A. Tomai, Ai-Ping Wei
  • Publication number: 20020102590
    Abstract: Provided are nucleotide-dye conjugates and related compounds in which a dye is linked to a nucleobase directly or indirectly by an anionic linker. The anionic character of the linker is provided by one or more anionic moieties which are present in the linker, such as phosphate, phosphonate, sulfonate, and carboxylate groups. When the dye is a provided as a donor/acceptor dye pair, the anionic linker can be located between the donor and the acceptor, or between the nucleobase and either the donor or acceptor, or both. In one embodiment, conjugates of the invention provide enhanced electrophoretic mobility characteristics to sequencing fragments, e.g., for dideoxy sequencing using labeled terminators.
    Type: Application
    Filed: October 11, 2001
    Publication date: August 1, 2002
    Applicant: PE Corporation (NY)
    Inventors: Meng Taing, Shaheer H. Khan, Steven M. Menchen, Barnett B. Rosenblum
  • Patent number: 6406525
    Abstract: New dioxazine compounds and mixtures thereof containing sulphonic acid groups according to formula (I) in which the substituents have the meanings given in claim 1, processes for their production and the use of such compounds for dyeing or printing organic substrates or as a component of printing inks.
    Type: Grant
    Filed: October 2, 2001
    Date of Patent: June 18, 2002
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Ludwig Hasemann
  • Publication number: 20020032318
    Abstract: A method of printing cellulosic fiber materials in which the fiber material is brought into contact with reactive dyes of formula 1
    Type: Application
    Filed: July 5, 2001
    Publication date: March 14, 2002
    Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
  • Patent number: 6355783
    Abstract: The invention relates to novel soluble pigment precursors possessing not only higher thermal stability but also improved solubility characteristics and to a process for mass coloration of high temperature polymers that utilizes these novel soluble pigment precursors. The pigment precursors of the invention are essentially of the formula A(B)x  (I) where x is an integer from 1 to 8, A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, indanthrone, isoindolinone, isoindoline, dioxazine, azo, phthalocyanine or diketopyrrolopyrrole series, this radical being linked with xB groups via one or more heteroatoms, these heteroatoms being selected from the group consisting of N, O and S and forming part of the radical A, and B is hydrogen or a group of the formula although at least one B group is not hydrogen and when x is from 2 to 8 the B groups may be identical or different.
    Type: Grant
    Filed: September 7, 2000
    Date of Patent: March 12, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Leonhard Feiler, Zhimin Hao
  • Publication number: 20010049109
    Abstract: Novel energy transfer dyes which can be used with shorter wavelength light sources are provided. These dyes include a donor dye with an absorption maxima at a wavelength between about 250 to 450 nm and an acceptor dye which is capable of absorbing energy emitted from the donor dye. One of the energy transfer dyes has a donor dye which is a member of a class of dyes having a coumarin or pyrene ring structure and an acceptor dye which is capable of absorbing energy emitted from the donor dye, wherein the donor dye has an absorption maxima between about 250 and 450 nm and the acceptor dye has an emission maxima at a wavelength greater than about 500 nm.
    Type: Application
    Filed: July 10, 2001
    Publication date: December 6, 2001
    Inventor: Linda G. Lee
  • Patent number: 6319289
    Abstract: Compounds of formula (I) wherein A is hydrogen or a descretionary radical, a novel process for their preparation and their use for the dyeing of organic substrates.
    Type: Grant
    Filed: March 31, 1999
    Date of Patent: November 20, 2001
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Georg Schöfberger
  • Publication number: 20010031864
    Abstract: The invention relates to a process for preparing triphendioxazine compounds by cyclizing the intermediates (IV) 1
    Type: Application
    Filed: March 6, 2001
    Publication date: October 18, 2001
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventors: Bansi Lal Kaul, Bruno Piastra, Pascal Steffanut
  • Patent number: 6302923
    Abstract: Compounds of formula (I) with the meanings of R1, R1′, R2, R2′, X, X′, Y, Y′, m and n as given in claim 1 can be used as paper dyes or direct dyes or for the preparation of ink-jet inks.
    Type: Grant
    Filed: May 19, 2000
    Date of Patent: October 16, 2001
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Ludwig Hasemann
  • Publication number: 20010022150
    Abstract: Pigment particle growth and/or crystal phase directors of the following formula:
    Type: Application
    Filed: May 22, 2001
    Publication date: September 20, 2001
    Inventor: Fridolin Babler
  • Patent number: 6274728
    Abstract: Compounds of formula A(B)x  (I), wherein x is an integer from 1 to 8, A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, indanthrone, isoindolinone, isoindoline, dioxazine, azo, phthalocyanine or diketopyrrolopyrrole series that is bonded to x groups B via one or more hetero atoms, those hetero atoms being selected from the group consisting of N, O and S and forming part of the radical A, each group B independently of any other(s) is hydrogen or a group of the formula  at least one group B being a group of the formula The compounds according to the invention are used in high-molecular-weight organic materials, thermo-, photo- or chemo-sensitive recording materials, light-sensitive negative or positive resist compositions, ink compositions for ink-jet printing and color tapes for thermal transfer printing.
    Type: Grant
    Filed: December 16, 1999
    Date of Patent: August 14, 2001
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Véronique Hall-Goulle, Aline Bize
  • Patent number: 6255482
    Abstract: The triphendioxazine compounds of the general formula (I) in which the rings labelled A in positions 1,2-, 2,3- or 3,4- and 8,9-, 9,10- or 10,11- carry a linearly or angularly fused heterocyclic ring containing at least one nitrogen atom which is substituted or unsubstituted, with the proviso that compounds with only unsubstituted nitrogen atoms and symmetrically disubstituted compounds with C1-2alkyl and unsubstituted phenyl substituents are excluded, are outstanding pigments and are notable over the closest comparable pigments in particular for better migration, light and solvent fastnesses, better heat stability and enhanced colouring power and also better dispersibility and capability to be brought into pigment form. The invention also relates to a process for preparing these triphendioxazine compounds which is characterized by a cyclization step conducted in the presence of manganese dioxide and concentrated sulphuric acid.
    Type: Grant
    Filed: October 19, 1998
    Date of Patent: July 3, 2001
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Patrick Boeglin, Bansi Lal Kaul, Peter Kempter
  • Patent number: 6013777
    Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
    Type: Grant
    Filed: June 10, 1998
    Date of Patent: January 11, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
  • Patent number: 5886160
    Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
    Type: Grant
    Filed: June 12, 1998
    Date of Patent: March 23, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
  • Patent number: 5880282
    Abstract: Improved unsymmetric reactive dyestuffs have the following formula ##STR1## wherein Y.sub.1 is a radical of the formula ##STR2## and wherein the other substituents have the meaning given in the description.
    Type: Grant
    Filed: February 6, 1997
    Date of Patent: March 9, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Stefan Ehrenberg
  • Patent number: 5780627
    Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m und n, are as defined in claim 1. These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
    Type: Grant
    Filed: July 9, 1996
    Date of Patent: July 14, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
  • Patent number: 5772698
    Abstract: Compounds of the formula ##STR1## are described in which the variables are as defined in the claims and which are suitable as fiber-reactive dyes for dyeing a wide range of fiber materials.
    Type: Grant
    Filed: April 22, 1996
    Date of Patent: June 30, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Hans Reichert, Bernhard Muller
  • Patent number: 5750689
    Abstract: A compound of Formula (1) and salts thereof: ##STR1## wherein: W is Cl or Br;A is optionally substituted alkyl;each R independently is halogen, alkyl, alkoxy or carboxy;n is 0 or 1;a+b is 0 to 4;each X independently is O, S or NR.sup.1 wherein R.sup.1 is H or optionally substituted alkyl;B is a divalent organic linker group; andZ is an aromatic nitrogen ring heterocycle devoid of cellulose-reactive groups.
    Type: Grant
    Filed: May 8, 1996
    Date of Patent: May 12, 1998
    Assignee: Zeneca Limited
    Inventors: Gordon Alexander Thomson, Duncan Adrian Sidney Phillips
  • Patent number: 5591834
    Abstract: Reactive dyestuffs of the formula ##STR1## in which Z is a cyano-free pyrimidine reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: January 7, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Karl-Josef Herd
  • Patent number: 5498712
    Abstract: A water-soluble triphenodioxazine dye having a chloro or bromo atom at one of the 6- and 13-positions and a group of Formula (1) at the remaining 6- or 13-position: ##STR1## wherein: R.sup.1 is H, OH or CH.sub.3 ; andR.sup.2 is C.sub.1-3 -alkyl, hydroxy-C.sub.1-3 -alkyl or --CH.sub.2 --(C.sub.1-4 -alkyl).The dyes are useful for the coloration of textile materials.
    Type: Grant
    Filed: May 13, 1993
    Date of Patent: March 12, 1996
    Assignee: Zeneca Limited
    Inventor: Gordon A. Thomson
  • Patent number: 5473068
    Abstract: A method of making a photochromic polysiloxane includes the steps of forming a photochromic spironaphthooxazine monomer including an alkene terminated side and, by addition reaction, covalently bonding the alkene carbon to [SiH] moieties of a siloxane polymer. Novel spironaphthooxazine monomers and photochromic polysiloxanes are disclosed.
    Type: Grant
    Filed: February 17, 1994
    Date of Patent: December 5, 1995
    Assignee: Yeda Research and Development Co. Ltd. at the Weizmann Institute of Science
    Inventors: Valeri Krongauz, Frida Buchhultz, Alexander Zelichenok, Shlomo Yitzchaik
  • Patent number: 5463031
    Abstract: Reactive dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description are highly suitable for the dyeing and printing of cellulose materials and nitrogen-containing materials.They produce dyeings and prints having good wet and light fastness properties.
    Type: Grant
    Filed: April 12, 1994
    Date of Patent: October 31, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Frank-Michael Stohr, Karl K. Schundehutte
  • Patent number: 5439486
    Abstract: Dye mixtures obtainable by condensing a compound of the formula ##STR1## and a compound of the formula ##STR2## with a compound of the formulaT--B--T (9)where the ring substituents are as defined herein, B is a bivalent organic linking group and T is halogen are suitable for use as direct dyes for dyeing and printing a wide range of materials and especially of cellulosic fibre materials, to give dyeings and prints of good allround fastness properties.
    Type: Grant
    Filed: September 3, 1993
    Date of Patent: August 8, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lauk
  • Patent number: 5378817
    Abstract: Reactive dyestuffs of the formula ##STR1## wherein Z=a heterocyclic reactive group and the remaining groups have the meaning given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: January 3, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Karl-Josef Herd
  • Patent number: 5342927
    Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.
    Type: Grant
    Filed: July 21, 1992
    Date of Patent: August 30, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd
  • Patent number: 5274083
    Abstract: Dyestuff of the formula ##STR1## wherein FB=the radical of a dyestuffB/B'=a bridge memberX=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --YY=a radical which can be eliminated under alkaline conditions andR, R.sup.1 and R.sup.2 =H or C.sub.1 -C.sub.4 -alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato and whereinR.sup.1 -R.sup.2 can also represent a C.sub.1 -C.sub.4 -alkylene unit,Hal=F, Cl or Br,A=a direct bond or an aliphatic, cycloaliphatic or mixed aromatic-aliphatic bridge member, which can optionally contain hereto atoms, selected from N, O, S or SO.sub.2, and wherein the radical --NR.sup.1 --A--NR.sup.2 -- can also be ##STR2## and Z=a reactive group produce, on naturally occurring and synthetic materials containing OH groups and amide group, dyeings and prints with good general fastness properties, in particular good wet-fastness properties, coupled with a good build-up capacity and a high fixing yield.
    Type: Grant
    Filed: July 2, 1991
    Date of Patent: December 28, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
  • Patent number: 5270454
    Abstract: Reactive dyestuffs of the formula ##STR1## in which ##STR2## and Z=a heterocyclic reactive group and the remaining groups have the meaning indicated in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: February 11, 1991
    Date of Patent: December 14, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Hoppe, Karl-Josef Herd, Frank-Michael Stohr, Hermann Henk, Karl-Heinz Schundehutte
  • Patent number: 5268475
    Abstract: The compounds of formula (1) are suitable for use as direct dyes for dyeing and printing a wide range of materials, especially cellulosic fibers, to give dyeings and prints of good all-round fastness properties: ##STR1## wherein R and R.sub.1 are each independently of the other hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl,X is a direct bond, --O--, --S-- or --N(R.sub.4)--, wherein R.sub.4 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, X.sub.1 is --O--, --S-- or --N(R.sub.4)--, wherein R.sub.4 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl,Y and Y.sub.1 are each independently of the other C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, sulfo, carboxy, carbamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylcarbamoyl, N-phenyl- or N,N-diphenylcarbamoyl, sulfamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylsulfamoyl or N-phenyl- or N,N-diphenylsulfamoyl, Z and Z.sub.
    Type: Grant
    Filed: October 28, 1991
    Date of Patent: December 7, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lauk
  • Patent number: 5268474
    Abstract: The invention relates to an improved process for the preparation of dyestuffs based on at least one triphendioxazine which is linked to a further chromophore via a triazine at a pH of 5.5 to 2.0 and a temperature of 50 to 100.degree. C.
    Type: Grant
    Filed: January 9, 1992
    Date of Patent: December 7, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 5256774
    Abstract: Improved reactive dyestuffs have the following formula ##STR1## in which the substituents have the meaning given in the description.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: October 26, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Thomas Eizenhofer
  • Patent number: 5227477
    Abstract: Metal-free compounds of the formula ##STR1## a 1:1 or 1:2 metal complex of a metallizable compound of said formula or a salt of a metal-free compound of said formula or of a 1:1 or 1:2 metal complex thereof each cation of which is independently a non-chromophoric cation, or a mixture, thereof, whereinF.sub.c is the radical of a water-soluble azo, formazan, phthalocyanine, azomethine, oxazine, thiazine, phenazine or triphenylmethane dye,each W is independently --NR.sub.1 --B.sub.1 --NR.sub.1 --, ##STR2## wherein B.sub.1 is linear or branched C.sub.2-6 alkylene; linear or branched C.sub.2-6 alkylene interrupted by --O-- or --NR.sub.1 --; linear or branched C.sub.3-6 alkylene monosubstituted by hydroxy or carboxy or disubstituted by hydroxy, ##STR3## wherein R.sub.2 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy or sulfo, andn is 0, 1, 2, 3 or 4, andm is 0 or 1,each X is independently a direct bond, --CO-- or --SO.sub.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: July 13, 1993
    Assignee: Sandoz Ltd.
    Inventors: Gunther Auerbach, Kurt Brenneisen, Markus Doerr, Paul Doswald, Markus Gisler, Werner Koch, Helmut A. Moser, Roland Wald
  • Patent number: 5223000
    Abstract: Mixtures of different oligomer compounds of formula (1) are suitable for use as direct dyes for dyeing and printing a wide range of materials, especially cellulose fibers, to give dyeings and prints of good all-round fastness properties: ##STR1## wherein R.sub.1 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, R independently has the meaning of R.sub.1 or is an unsubstituted or substituted heteroaryl radical or a radical of formula ##STR2## wherein R.sub.4 is unsubstituted or substituted alkyl, cycloalkyl, aryl, aralkyl or heteroaryl, A is an unsubstituted or substituted alkylene, cycloalkylene, arylene or aralkylene radical, X is --O--, --S-- or --N(R.sub.5)--, wherein R.sub.5 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, or wherein the group ##STR3## is an unsubstituted or substituted heterocyclic radical, Y is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, sulfo, carboxy, carbamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.
    Type: Grant
    Filed: October 28, 1991
    Date of Patent: June 29, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lauk
  • Patent number: 5189162
    Abstract: The specification describes cellulose reactive unsymmetrical triphenodiaxazine dyes of the Formula (1): ##STR1## wherein each of T.sup.1 and T.sup.2, independently, represents H, Cl, Br, F, SO.sub.3 H or an optionally substituted alkyl or aryl radical;each of A.sup.1 and A.sup.2 independently represents alkyl, alkoxy, Cl, Br, COOH, SO.sub.3 H or optionally substituted sulphamoyl;each n independently has a value of 0, 1 or 2;each m independently has a value of 1 or 2;R.sup.1 represents H or an optionally substituted hydrocarbon radical;Q represents O or S;x has a value of 0 or 1;B represents an optionally substituted divalent hydrocarbon radical;each of R.sup.2 and R.sup.3, independently, represents H or an optionally substituted hydrocarbon radical or R.sup.2 and R.sup.3 are joined together to form, with B and the two N atoms, a piperazine ring;y has a value of 0 or 1, andZ represents H, or an optionally substituted hydrocarbon radical or a fibre-reactive group;provided that (1) at least one of R.sup.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: February 23, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: Peter Smith
  • Patent number: 5166338
    Abstract: Anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone and perylenetetracarbimide dyes which contain one or two groups of the general formula ##STR1## where Y is vinyl or an ethyl group which contains in a .beta.-position a substituent which is eliminable by means of alkali to form a vinyl group, and W is a direct bond or a group of the general formula ##STR2## where M is a hydrogen atom or an alkali metal and n is zero, 1 or 2. The dyes have very good fiber-reactive properties and are advantageously suitable for dyeing carboxamino- and/or hydroxy-containing material, for example wool, in particular cellulose fiber materials; on these materials they produce strong fast shades in a high degree of fixation.
    Type: Grant
    Filed: February 13, 1991
    Date of Patent: November 24, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Holger M. Buch, Josef Geisenberger, Hartmut Springer
  • Patent number: 5149790
    Abstract: Water-soluble reactive dyes of the formula: (1) which are suitable for the coloration of textile materials to give dyeings with good wash-off properties ##STR1## wherein D represents the radical of a water-soluble chromophoric compound; each of R, R.sup.1 and R.sup.2, independently, represents hydrogen or an optionally substituted alkyl radical and Q represents a radical of the formula: ##STR2## wherein each of X and Y, independently, represents halogen, alkyl, alkoxy, acylamino, nitro, carboxy or sulpho and each of n and m, independently, represents an integer from 0 to 2.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: September 22, 1992
    Assignee: Imperial Chemical Industries plc
    Inventor: John A. Taylor
  • Patent number: 5138054
    Abstract: Triphendioxazine reactive dyestuffs of the general formula ##STR1## with the substituent definition given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups. They give red dyeings with high wet- and light-fastnesses.
    Type: Grant
    Filed: February 15, 1991
    Date of Patent: August 11, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventor: Wolfgang Harms