Pentacyclo Ring System Having The Oxazine Rings As Cyclos Patents (Class 544/75)
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Patent number: 11770973Abstract: 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: GrantFiled: April 24, 2020Date of Patent: September 26, 2023Assignee: Samsung Display Co., Ltd.Inventors: Sanghyun Han, Dongjun Kim, Minji Kim, Jongwoo Kim, Eunjae Jeong, Sohee Jo
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Patent number: 10696854Abstract: 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: GrantFiled: June 12, 2015Date of Patent: June 30, 2020Assignee: SOCIETE BICInventors: Nadège Esteveny, Kathy Vuillaume, Christelle Debrauwer
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Patent number: 8679776Abstract: 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: GrantFiled: September 12, 2008Date of Patent: March 25, 2014Assignee: University of MassachusettsInventor: Stephen C. Miller
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Patent number: 8153393Abstract: Spirolactam targeting compounds, related compounds, uses of such compounds, and methods of making such compounds are disclosed.Type: GrantFiled: February 29, 2008Date of Patent: April 10, 2012Assignee: University of MassachusettsInventors: Stephen C. Miller, Anjan K. Bhunia
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Publication number: 20100297684Abstract: 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: ApplicationFiled: September 12, 2008Publication date: November 25, 2010Inventor: Stephen C. Miller
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Publication number: 20100251490Abstract: 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: ApplicationFiled: October 7, 2008Publication date: October 7, 2010Applicant: Huntsman International LLCInventors: Athanassios Tzikas, Thomas Verdugo, Georg Roentgen
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Patent number: 7524953Abstract: 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: GrantFiled: January 12, 2005Date of Patent: April 28, 2009Assignee: Clariant Produkte (Deutschland) GmbHInventors: David Blum, Carsten Plueg, Tanja Reipen
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Patent number: 7439340Abstract: 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: GrantFiled: February 15, 2007Date of Patent: October 21, 2008Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Hsien-Chung Shia, Duncan Adrian Sidney Phillips, John Anthony Taylor
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Publication number: 20080234480Abstract: 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: ApplicationFiled: January 12, 2005Publication date: September 25, 2008Applicant: CLARIANT PRODUKTE (DEUTSCHLAND) GMBHInventors: David Blum, Carsten Plueg, Tanja Reipen
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Patent number: 7414129Abstract: 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: GrantFiled: December 20, 2005Date of Patent: August 19, 2008Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Stefan Ehrenberg
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Publication number: 20030228644Abstract: 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: ApplicationFiled: December 10, 2002Publication date: December 11, 2003Inventor: Randell L. Mills
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Publication number: 20030060608Abstract: 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, includingType: ApplicationFiled: September 20, 2002Publication date: March 27, 2003Inventors: Ludwig Hasemann, Reinhard Pedrazzi, Josef Geisenberger, Josef Ritter, Hans-Tobias Macholdt, Andreas Wuzik
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Publication number: 20030055243Abstract: 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: ApplicationFiled: August 21, 2002Publication date: March 20, 2003Applicant: PE Corporation (NY)Inventors: Linda G. Lee, Meng C. Taing, Barnett B. Rosenblum
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Patent number: 6515123Abstract: 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: GrantFiled: February 9, 2001Date of Patent: February 4, 2003Assignee: Clariant Finance (BVI) LimitedInventors: Bansi Lal Kaul, Bruno Piastra, Pascal Steffanut
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Publication number: 20020120141Abstract: 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: ApplicationFiled: February 19, 2002Publication date: August 29, 2002Applicant: 3M Innovative Properties CompanyInventors: Michael J. Rice, Mark A. Tomai, Ai-Ping Wei
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Publication number: 20020102590Abstract: 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: ApplicationFiled: October 11, 2001Publication date: August 1, 2002Applicant: PE Corporation (NY)Inventors: Meng Taing, Shaheer H. Khan, Steven M. Menchen, Barnett B. Rosenblum
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Patent number: 6406525Abstract: 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: GrantFiled: October 2, 2001Date of Patent: June 18, 2002Assignee: Clariant Finance (BVI) LimitedInventor: Ludwig Hasemann
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Publication number: 20020032318Abstract: A method of printing cellulosic fiber materials in which the fiber material is brought into contact with reactive dyes of formula 1Type: ApplicationFiled: July 5, 2001Publication date: March 14, 2002Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
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Patent number: 6355783Abstract: 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: GrantFiled: September 7, 2000Date of Patent: March 12, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Leonhard Feiler, Zhimin Hao
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Publication number: 20010049109Abstract: 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: ApplicationFiled: July 10, 2001Publication date: December 6, 2001Inventor: Linda G. Lee
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Patent number: 6319289Abstract: 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: GrantFiled: March 31, 1999Date of Patent: November 20, 2001Assignee: Clariant Finance (BVI) LimitedInventor: Georg Schöfberger
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Publication number: 20010031864Abstract: The invention relates to a process for preparing triphendioxazine compounds by cyclizing the intermediates (IV) 1Type: ApplicationFiled: March 6, 2001Publication date: October 18, 2001Applicant: CLARIANT FINANCE (BVI) LIMITEDInventors: Bansi Lal Kaul, Bruno Piastra, Pascal Steffanut
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Patent number: 6302923Abstract: 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: GrantFiled: May 19, 2000Date of Patent: October 16, 2001Assignee: Clariant Finance (BVI) LimitedInventor: Ludwig Hasemann
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Publication number: 20010022150Abstract: Pigment particle growth and/or crystal phase directors of the following formula:Type: ApplicationFiled: May 22, 2001Publication date: September 20, 2001Inventor: Fridolin Babler
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Patent number: 6274728Abstract: 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: GrantFiled: December 16, 1999Date of Patent: August 14, 2001Assignee: Ciba Specialty Chemicals Corp.Inventors: Véronique Hall-Goulle, Aline Bize
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Patent number: 6255482Abstract: 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: GrantFiled: October 19, 1998Date of Patent: July 3, 2001Assignee: Clariant Finance (BVI) LimitedInventors: Patrick Boeglin, Bansi Lal Kaul, Peter Kempter
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Patent number: 6013777Abstract: 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: GrantFiled: June 10, 1998Date of Patent: January 11, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
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Patent number: 5886160Abstract: 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: GrantFiled: June 12, 1998Date of Patent: March 23, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
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Patent number: 5880282Abstract: 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: GrantFiled: February 6, 1997Date of Patent: March 9, 1999Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Stefan Ehrenberg
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Patent number: 5780627Abstract: 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: GrantFiled: July 9, 1996Date of Patent: July 14, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
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Patent number: 5772698Abstract: 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: GrantFiled: April 22, 1996Date of Patent: June 30, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Hans Reichert, Bernhard Muller
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Patent number: 5750689Abstract: 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: GrantFiled: May 8, 1996Date of Patent: May 12, 1998Assignee: Zeneca LimitedInventors: Gordon Alexander Thomson, Duncan Adrian Sidney Phillips
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Patent number: 5591834Abstract: 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: GrantFiled: December 22, 1994Date of Patent: January 7, 1997Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Karl-Josef Herd
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Patent number: 5498712Abstract: 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: GrantFiled: May 13, 1993Date of Patent: March 12, 1996Assignee: Zeneca LimitedInventor: Gordon A. Thomson
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Patent number: 5473068Abstract: 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: GrantFiled: February 17, 1994Date of Patent: December 5, 1995Assignee: Yeda Research and Development Co. Ltd. at the Weizmann Institute of ScienceInventors: Valeri Krongauz, Frida Buchhultz, Alexander Zelichenok, Shlomo Yitzchaik
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Patent number: 5463031Abstract: 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: GrantFiled: April 12, 1994Date of Patent: October 31, 1995Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Frank-Michael Stohr, Karl K. Schundehutte
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Patent number: 5439486Abstract: 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: GrantFiled: September 3, 1993Date of Patent: August 8, 1995Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
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Patent number: 5378817Abstract: 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: GrantFiled: January 15, 1993Date of Patent: January 3, 1995Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Karl-Josef Herd
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Patent number: 5342927Abstract: 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: GrantFiled: July 21, 1992Date of Patent: August 30, 1994Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd
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Patent number: 5274083Abstract: 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: GrantFiled: July 2, 1991Date of Patent: December 28, 1993Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
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Patent number: 5270454Abstract: 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: GrantFiled: February 11, 1991Date of Patent: December 14, 1993Assignee: Bayer AktiengesellschaftInventors: Manfred Hoppe, Karl-Josef Herd, Frank-Michael Stohr, Hermann Henk, Karl-Heinz Schundehutte
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Patent number: 5268475Abstract: 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: GrantFiled: October 28, 1991Date of Patent: December 7, 1993Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
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Patent number: 5268474Abstract: 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: GrantFiled: January 9, 1992Date of Patent: December 7, 1993Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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Patent number: 5256774Abstract: Improved reactive dyestuffs have the following formula ##STR1## in which the substituents have the meaning given in the description.Type: GrantFiled: February 20, 1992Date of Patent: October 26, 1993Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Thomas Eizenhofer
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Patent number: 5227477Abstract: 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: GrantFiled: July 26, 1991Date of Patent: July 13, 1993Assignee: Sandoz Ltd.Inventors: Gunther Auerbach, Kurt Brenneisen, Markus Doerr, Paul Doswald, Markus Gisler, Werner Koch, Helmut A. Moser, Roland Wald
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Patent number: 5223000Abstract: 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: GrantFiled: October 28, 1991Date of Patent: June 29, 1993Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
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Patent number: 5189162Abstract: 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: GrantFiled: November 1, 1990Date of Patent: February 23, 1993Assignee: Imperial Chemical Industries PLCInventor: Peter Smith
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Patent number: 5166338Abstract: 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: GrantFiled: February 13, 1991Date of Patent: November 24, 1992Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Josef Geisenberger, Hartmut Springer
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Patent number: 5149790Abstract: 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: GrantFiled: December 1, 1989Date of Patent: September 22, 1992Assignee: Imperial Chemical Industries plcInventor: John A. Taylor
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Patent number: 5138054Abstract: 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: GrantFiled: February 15, 1991Date of Patent: August 11, 1992Assignee: Bayer AktiengesellschaftInventor: Wolfgang Harms