Plural Hetero Atoms In The Six-membered Hetero Ring Patents (Class 540/125)
  • Patent number: 8702854
    Abstract: Azaphthalocyanine compounds of Formula (1) and salts thereof: wherein: MAzPc represents a azaphthalocyanine nucleus of formula (A): M is 2H, Cu or Ni; each P is independently CH or N; R1, R2 are independently H or optionally substituted alkyl; R3 is optionally substituted hydrocarbyl; y is greater than 0 and less than 4; z is greater than 0 and less than 4; and the sum of y+z is in the range of from 1 to 4; 15 provided that at least one P is N in any one of the four component rings of the azaphthalocyanine nucleus. Also compositions, inks, printing processes, printed materials and ink-jet cartridges.
    Type: Grant
    Filed: November 26, 2009
    Date of Patent: April 22, 2014
    Assignee: FUJIFILM Corporation
    Inventors: Prakash Patel, Toshiki Fujiwara
  • Patent number: 8535431
    Abstract: The present invention relates to a porphyrazine coloring matter or a salt thereof represented by the following formula (1): [wherein, the rings A to D are independently a benzene ring or a nitrogen-containing heteroaromatic ring, the number of the nitrogen-containing heteroaromatic ring is more than 0.00 and less than 1.00 as an average value, the rest are benzene rings, E is alkylene, X and Y are a sulfo-substituted anilino group and the like, b is 0.00 or more and less than 3.90 as an average value, c is 0.10 or more and less than 4.00 as an average value, and the sum of b and c is more than 3.00 and less than 4.00 as an average value].
    Type: Grant
    Filed: December 22, 2009
    Date of Patent: September 17, 2013
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takashi Yoneda, Akira Kawaguchi
  • Patent number: 8535432
    Abstract: The present invention relates to a porphyrazine coloring matter or a salt thereof represented by the following formula (1) [wherein, the rings of A to D are each independently a benzene ring or a 6-membered nitrogen-containing heteroaromatic ring, E is alkylene, X is a sulfo-substituted anilino group or the like which may further have a substituent, R1 is a C1-C6 alkyl group, b is 0.00 or more and less than 3.90 as an average value, c is 0.10 or more and less than 4.00 as an average value, and the sum of b and c is 1.00 or more and less than 4.00 as an average value]. The ink composition containing the porphyrazine coloring matter of the present invention has a good hue as a cyan ink, is excellent in various fastness properties, particularly in ozone fastness, allows a high print density, has properties hardly causing bronze phenomenon, and can provide a porphyrazine coloring matter suitable for inkjet recording and an ink composition containing this.
    Type: Grant
    Filed: April 14, 2010
    Date of Patent: September 17, 2013
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takashi Yoneda, Kenji Ooshima, Akira Kawaguchi, Yuka Shishikura, Tomoki Fujita
  • Patent number: 8394186
    Abstract: The present invention relates to a porphyrazine coloring matter represented by the following formula (1) or a salt thereof (wherein, the rings A to D are each independently a benzene ring or a 6-membered ring nitrogen-containing heteroaromatic ring, the number of said heteroaromatic rings is more than 0 and less than 1, E is alkylene, X is an anilino group or the like having at least one sulfo group or the like as a substituent, Y is a substituted monoalkylamino group or the like, b is 0 to 3, c is 0.1 to 3, and the sum of b and c is more than 3 and less than 4). By the present invention, a copper porphyrazine coloring matter suitable for inkjet recording which has a good hue as an cyan ink, is excellent in light fastness, ozone fastness and moisture fastness and does not cause bronze phenomenon can be provided.
    Type: Grant
    Filed: June 26, 2009
    Date of Patent: March 12, 2013
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takashi Yoneda, Yasuo Kuroda, Akira Kawaguchi
  • Patent number: 7922799
    Abstract: Compounds of Formula (1) and salts thereof: wherein: M is 2H, Si, a metal, an oxymetal group, a hydroxymetal group or a halometal group; Pc represents a phthalocyanine nucleus of formula; R1 is optionally substituted alkyl other than methyl: R2 is H, optionally substituted alkyl or optionally substituted aryl; R3 is H, optionally substituted alkyl or optionally substituted aryl; R4 is a group comprising a heterocycle and an ionisable group; L is a direct bond or a divalent linking group; x is 0.1 to 3.8; y is 0.1 to 3.8; and z is 0.1 to 3.8. Also compositions, inks, printed material and in-jet processes and cartridges.
    Type: Grant
    Filed: October 30, 2006
    Date of Patent: April 12, 2011
    Assignee: Fujifilm Imaging Colorants Limited
    Inventor: Prakash Patel
  • Patent number: 7854797
    Abstract: The present invention relates to a porphyrazine coloring matter represented by the following formula (1) or a salt thereof; wherein, each of the rings A to D independently represents a benzene ring or a 6-membered nitrogen-containing heteroaromatic ring, at least one or more thereof is a benzene ring, at least one of the rest is a nitrogen-containing heteroaromatic ring, E represents alkylene, X is an anilino group having a substituent and the like, Y represents an amino group; a hydroxy group; a mono- or di-alkylamino group or a nitrogen-containing heterocyclic group which may have a substituent, excepting for the combination in which Y is an amino group or a hydroxy group and X is a substituted anilino group, b is 0 to 2.9, c is 0.1 to 3, and the sum of b and c is 1 to 3.
    Type: Grant
    Filed: March 13, 2008
    Date of Patent: December 21, 2010
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takafumi Fujii, Takashi Yoneda, Yasuo Kuroda, Yoshiaki Kawaida
  • Publication number: 20100193777
    Abstract: A method of producing a desubstituted compound, including: applying an external stimulation to a compound A-(B)m having a solvent-soluble group B (wherein A represents a residue of a solvent-insoluble compound, B represents a specific solvent-soluble group, and m represents a natural number, and the solvent-soluble group B bonds to a carbon atom of the residue A of a solvent-insoluble compound), to cause desubstitution of the solvent-soluble group B, and converting the compound to a solvent-insoluble compound to which a hydrogen atom bonds in place of the solvent-soluble group B; a method of producing an organic semiconductor film, including: forming a film of a ?-conjugated compound having a substituent represented by formula (2-I), on a substrate; and causing desubstitution of the substituent from the compound; and an organic semiconductor film and an organic electronic device each obtained by these methods: wherein R11 represents a substituent other than a hydrogen atom.
    Type: Application
    Filed: September 9, 2008
    Publication date: August 5, 2010
    Inventors: Keita Takahashi, Tetsu Kitamura, Tetsuya Watanabe
  • Publication number: 20090247742
    Abstract: A method of producing a metal phthalocyanine compound, which contains: conducting a reaction between at least two compounds selected from among Compounds A to F of formula (I), and a metal compound, in a buffer solution of an organic base or an inorganic base and an acid, in the presence of a dehydrating agent: wherein R is a hydrogen atom or a substituent; l is an integer of 0 to 4; a plurality of Rs may be the same or different from each other when l is 2 to 4; and G is a group of atoms necessary for forming at least one of a 5- or 6-membered aromatic ring and a 5- or 6-membered hetero ring.
    Type: Application
    Filed: May 17, 2006
    Publication date: October 1, 2009
    Applicant: FUJIFILM Corporation
    Inventors: Keiichi Tateishi, Masahiko Taniguchi, Hideo Hanawa, Nobuo Seto, Kazufumi Omura
  • Patent number: 7462711
    Abstract: An object of the present invention is to provide a novel ?-oxo bridged heterometal phthalocyanine compound, and a production method such that the ?-oxo bridged heterometal phthalocyanine compound is obtained simply, selectively and with high yield. The ?-oxo bridged heterometal phthalocyanine compound has a structure in which the central metal atom (M1) in a metal phthalocyanine including M1 as central metal thereof is oxo-bridged with the central metal M2 in a metal phthalocyanine including M2 as central metal thereof.
    Type: Grant
    Filed: June 9, 2003
    Date of Patent: December 9, 2008
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Kenji Takaki, Yasuhiro Yamasaki
  • Patent number: 7179512
    Abstract: A liquid crystal display which has spacers reliably joined with a pair of substrates of the liquid crystal display by using spacers adapted to the purpose with respect to material, structure, method of joining with the substrates, etc. A pair of substrates can be reliably joined with spacers, and the strength of the liquid crystal display against an external pressure as well as display characteristics can be thereby improved. A manufacturing methods for such a liquid crystal display is also disclosed.
    Type: Grant
    Filed: May 13, 2003
    Date of Patent: February 20, 2007
    Assignee: Fujitsu Limited
    Inventors: Katsuji Ebisu, Takahiro Kashikawa
  • Patent number: 7163772
    Abstract: The present invention provides an organic electrophotographic photo-receptor having a conductive substrate and a photosensitive layer laid on the conductive substrate, wherein the photosensitive layer contains at least one ?-oxo bridged heterometal compound as a charge generating material. The organic electrophotographic photo-receptor has high photo-sensitivity, high stability, excellent durability on sensitivity and on electric potential, and has excellent organic photo-conductive property.
    Type: Grant
    Filed: January 5, 2004
    Date of Patent: January 16, 2007
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Kenji Takaki
  • Patent number: 7153841
    Abstract: Phthalocyanine analogues having an active group able to link the phthalocyanine t carriers molecules and phthalocyanine to carriers molecules and phthalocyanine analogues as phthalocyanine-carrier conjugates showing enhanced photodynamic properties, red shifted absorption characteristic, all useful for photodynamic therapy, are described. Photosensitizers themselves or the photosensitizers-carriers conjugates are useful compounds either for treatment of various infectious diseases, the in vivo eradication of micro-organisms as well as diseases characterized by cellular hyperproliferation, in particular tumours psoriasis, actinic keratosis, atheromas, endoarterial hyperplasia and prostate hyperplasia. The above compounds can be also useful for blood and blood derivatives sterilization and in vivo/vitro diagnostics.
    Type: Grant
    Filed: March 20, 2002
    Date of Patent: December 26, 2006
    Assignee: L. Molteni & C. Dei Fratelli Alitti Societa Di Esercizio S.p.A.
    Inventors: Gabrio Roncucci, Donata Dei, Maria Paola De Filippis, Lia Fantetti, Daniele Nistri
  • Patent number: 7153956
    Abstract: The present invention provides an IR-absorbing dye of formula (I) or (II) wherein R10, R13, R20, R23, R30, R33, R40 and R43 are independently selected from a C1-12 alkyl group bearing a hydrophilic or hydrophilizable group; R11, R12, R21, R22, R31, R32, R41 and R42 are independently selected from H or a C1-30 hydrocarbyl group, or each of R11/R12, R21/R22, R31/R32, and R41/R42 are together joined to form a C3-30 hydrocarbylene group; M is selected from Si(A1)(A2), Ge(A1)(A2), Ga(A1), Mg, Al(A1), TiO, Ti(A1)(A2), ZrO, Zr(A1)(A2), VO, V(A1)(A2), Mn, Mn(A1), Fe, Fe(A1), Co, Ni, Cu, Zn, Sn, Sn(A1)(A2), Pb, Pb(A1)(A2), Pd and Pt; A1 and A2 are axial ligands, which may be the same or different, and are selected from —OH, halogen, —OR3, a hydrophilic ligand and/or a ligand suitable for reducing intermolecular interactions; R3 is a selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl or Si(Rx)(Ry)(Rz); and Rx, Ry and Rz may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl
    Type: Grant
    Filed: August 9, 2004
    Date of Patent: December 26, 2006
    Assignee: Silverbrook Research Pty Ltd
    Inventors: Simone Charlotte Vonwiller, Scott Matthew Starling, Damon Donald Ridley, Lachlan Everett Hall, Simon Fielder, Graciel Gonzaga, Kia Silverbrook, Paul Lapstun
  • Patent number: 7144879
    Abstract: The present invention is directed to metal-phthalocyanines of general formula (I) to the corresponding conjugates, the processes for their preparation and use in the photodynamic therapy of microbial infections (viral, bacterial and mycotic), tumor, pre-cancerous and proliferative pathologies and/or in the diagnosis, as well as for blood and blood derivatives sterilization
    Type: Grant
    Filed: June 11, 2001
    Date of Patent: December 5, 2006
    Assignee: L. Molteni & C. Dei Fratelli
    Inventors: Gabrio Roncucci, Lia Fantetti, Maria Paola De Filippis, Donata Dei, Giulio Jori
  • Patent number: 7097701
    Abstract: An ink containing a phthalocyanine compound represented by the formula (I): wherein X1 to X4, Y1 to Y4, A1 to A4, and M are defined herein.
    Type: Grant
    Filed: December 29, 2003
    Date of Patent: August 29, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Yoshiharu Yabuki, Shigeaki Tanaka
  • Patent number: 7087747
    Abstract: An object of the present invention is to provide a new ?-oxo bridged heterometal compound, which can make the photo-functional materials to have diversified properties, and a production method such that the ?-oxo bridged heterometal compound is obtained simply, selectively and with high yield. The present invention provides ?-oxo bridged heterometal compounds, NcM1-O-M2Nc, PcM1-O-M2Nc and NcM1-O-M2Pc wherein Nc represents naphthalocyanine, Pc represents phthalocyanine, M1 represents a metal atom which is able to have a valence of up to three, and M2 represents a metal atom which is able to have a valence of four or five.
    Type: Grant
    Filed: November 6, 2003
    Date of Patent: August 8, 2006
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Kenji Takaki
  • Patent number: 7034148
    Abstract: Mixtures of metallocenyl phthalocyanines obtainable by reacting a mixture A comprising two phthalocyanines (I) and (II) with a metallocene derivative in the presence of a catalyst, and also oligomeric metallocenyl phthalocyanines, processes for preparing them, their use for, inter alia, optical recording and optical recording media
    Type: Grant
    Filed: April 9, 2002
    Date of Patent: April 25, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jürgen Beyrich, Rudolf Blattner, Jean-Luc Budry, Wolfgang Freitag, Colin Morton, Gerald Anthony Murphy, Beat Schmidhalter, Michael Schulz, Heinz Spahni, Christian Stern, Annemarie Wolleb, Heinz Wolleb, Roland Zoelper
  • Patent number: 7005518
    Abstract: Fluorescent dyes are disclosed which are useful as reporter groups for labeling biomolecules. The silicon phthalocyanine dyes disclosed are preferably water soluble, isomericly pure, possess high quantum yield, and are useful in bioassays.
    Type: Grant
    Filed: October 23, 2003
    Date of Patent: February 28, 2006
    Assignee: Li-Cor, Inc.
    Inventors: Xinzhan Peng, Daniel R. Draney, Jiyan Chen
  • Patent number: 7005517
    Abstract: The present invention provides a novel paramagnetic metal-phthalocyanine complexes and pharmaceutically acceptable salts thereof, which are useful as contrast agents for MRI(Magnetic Resonance Imaging), diagnostic X-ray imaging and computed tomography(CT). The present invention also provides contrast agents for imaging, comprising the new paramagnetic metal-phthalocyanine complexes. The new contrast agents of the present invention show high imaging enhancement effects at lower concentration and are safer than the previously reported contrast agents.
    Type: Grant
    Filed: January 4, 2002
    Date of Patent: February 28, 2006
    Inventors: Sung-Young Lee, Kyo-Im Koo
  • Patent number: 6894161
    Abstract: The present invention discloses novel photoactive compounds that may be crosslinked to target substrates. Methods for the preparation and use of the compounds, as well as compositions comprising them, are also disclosed.
    Type: Grant
    Filed: March 27, 2002
    Date of Patent: May 17, 2005
    Assignee: The University of British Columbia
    Inventors: Angela M. Desjardins, David H. Dolphin, Ethan D. Sternberg
  • Publication number: 20040156787
    Abstract: Phthalocyanine analogues having an active able to link the phthalocyanine t carriers molecules and phthalocyanine analogues as phthalocyanine-carrier conjugates showing enhanced photodynamic properties, red shifted absorption characteristic, all useful for photodynamic therapy, are described. Photosensitizers themselves or the photosensitizers-carriers conjugates are useful compounds either for treatment of various infectious diseases, the in vivo eradication of micro-organisms as well as diseases characterized by cellular hyperproliferation, in particular tumours psoriasis, actinic keratosis, atheromas, endoarterial hyperplasia and prostate hyperplasia. The above compounds can be also useful for blood and blood derivatives sterilization and in vivo/vitro diagnostics.
    Type: Application
    Filed: April 1, 2004
    Publication date: August 12, 2004
    Inventors: Gabrio Roncucci, Donata Dei, Maria Paola De Filippis, Lia Fantetti, Daniele Nistri
  • Patent number: 6723834
    Abstract: A reactive dye compound comprising: (a) at least one chromophore moiety; (b) at least one nitrogen-containing heterocycle (c) a linking group to link each chromophore moiety to each nitrogen-containing heterocycle; characterized in that at least one nitrogen-containing heterocycle is substituted with at least one Y group wherein Y is derived from a hydrated aldehyde, a hydrated ketone, a hydrated alpha-hydroxy ketone, or the hydrated form of formic acid and linked via one of its oxygen atoms to the nitrogen-containing heterocycle thereby forming a hemiacetal.
    Type: Grant
    Filed: March 27, 2002
    Date of Patent: April 20, 2004
    Assignee: North Carolina State University
    Inventors: Peter Jeffrey Broadbent, Dong Wei He, David Malcolm Lewis, Gilles Yves Marie Fernand Ganain, Taher Iqbal Yousaf
  • Patent number: 6652636
    Abstract: The novel phthalocyanine cyan dye of the formula (I) in which M represents an ion of a metal selected from the group consisting of Cu, Fe, Co, Mg, Mn, Sn and Ni, X represents a linear compound having 6-10 atoms in length containing C, O, and/or N, R1 represents pyridine, imidazole, sulfide, thiol, phenol, benzene, benzaldehyde, pyrimidine, pyrizine, triazine, thiazole, oxazole, pyridone, pyrone, pyrole, thiophene, furan, pyran, dioxane, and morpholine, and derivatives thereof, R2 represents an atom or chemical group that imparts water solubility to the phthalocyanine cyan dye, and y and z each independently represent an integer of 1 to 3 satisfying the relation of 2≦y+z≦4. Ink formulations containing at least one dye of the formula (I) and methods for ink jet printing with inks containing the phthalocyanine cyan dyes of formula (I).
    Type: Grant
    Filed: June 29, 2001
    Date of Patent: November 25, 2003
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Larrie A Deardurff, Hiang P Lauw
  • Publication number: 20030165961
    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: February 7, 2003
    Publication date: September 4, 2003
    Inventor: Linda G. Lee
  • Publication number: 20030041775
    Abstract: The novel phthalocyanine cyan dye of the formula (I) 1
    Type: Application
    Filed: June 29, 2001
    Publication date: March 6, 2003
    Inventors: Larrie A. Deardurff, Hiang P. Lauw
  • Patent number: 6468713
    Abstract: The invention relates to a novel phthalocyanine compound which absorbs in a near-infrared region of 700˜1000 nm with little absorption in the visible region of the spectrum and can be applied with advantage to a near-infrared light-absorbing filter for plasma display, a secret ink and other applications and to a process for producing the phthalocyanine compound. The above phthalocyanine compound has the following general formula (I). A near-infrared light-absorbing material containing the same is also provided.
    Type: Grant
    Filed: October 10, 2000
    Date of Patent: October 22, 2002
    Assignee: Yamamoto Chemicals, Inc.
    Inventors: Hiroshi Terao, Shigeo Fujita, Yojiro Kumagae
  • 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: 6340745
    Abstract: Phthalocyanines of the formula where Me is twice hydrogen, twice lithium, magnesium, zinc, copper, nickel, VO, TiO, AlCl, AlOH, AlOCOCH3, AlOCOCF3, SiCl2 or Si(OH)2, at least four of the radicals R1 to R16 are each independently of the others a five- or six-membered saturated nitrogen-containing heterocyclic radical which is bonded to the phthalocyanine structure via a ring nitrogen atom and which can additionally contain further hetero atoms, and any remaining radicals R1 to R16 are each hydrogen, halogen, hydroxysulfonyl or C1-C4-dialkylsulfamoyl, subject to the proviso that tetrakispiperidinylphthalocyanine shall be excluded, and heterocyclyl-substituted phthalocyanines are useful for marking liquids, in particular mineral oils.
    Type: Grant
    Filed: November 19, 1999
    Date of Patent: January 22, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Meyer, Christos Vamvakaris, Karin Heidrun Beck, Gerhard Wagenblast, Bernhard Albert
  • Patent number: 6066729
    Abstract: A photothermal conversion material showing high sensitivity to the light of a semiconductor laser having an emission frequency band of 750 nm.about.900 nm with a high photothermal conversion efficiency and a planographic original plate fabricated by using the transducer are provided. This photothermal conversion material comprises a phthalocyanine compound of the following general formula (I) ##STR1## wherein R.sub.1 .about.R.sub.8 each represents alkyl or alkoxyalkyl; X.sub.1 .about.X.sub.8 each represents sulfur or NR.sub.9, where R.sub.9 is hydrogen or alkyl.
    Type: Grant
    Filed: November 17, 1998
    Date of Patent: May 23, 2000
    Assignee: Yamamoto Chemicals, Inc
    Inventors: Shigeo Fujita, Jun-ichi Taniguchi, Hiroshi Terao, Yojiro Kumagae
  • Patent number: 6060591
    Abstract: The disclosed dyes (which are fiber-reactive and are useful for dyeing materials containing OH and/or carboxamide groups) are compounds of the formula (1)Fb--Z.sub.n (1)in which:Fb is the radical of various classes of dyestuffs, including the formazans, azomethines, phthalocyanines, etc., and particularly sulfo group-containing monoazo or disazo dyes of the formulas (a-1) through (a-5):D.sup.1 --N.dbd.N--K.sup.2 -- (a-1)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.1 (a-2)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.2 -- (a-3)D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-4)--D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-5)in which in which D.sup.1 is a substituted or unsubstituted phenyl or naphthyl radical, D.sup.2 is the radical of a diazo component and K.sup.1, K.sup.2, and K.sup.0 are various coupling components, and E is a middle component.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: May 9, 2000
    Assignee: Dy Star Textilfarben GmbH & Co. Deutschland K.G.
    Inventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
  • Patent number: 6051702
    Abstract: Phthalocyanine compounds are disclosed having a structure according to formula I as shown below: ##STR1##
    Type: Grant
    Filed: December 3, 1997
    Date of Patent: April 18, 2000
    Assignee: Rutgers, The University of New Jersey
    Inventors: George R. Bird, Ronald Raymond Sauers, Paul Panayotatos
  • Patent number: 6046311
    Abstract: Dyes containing a 5,6-difluoropyrimidin-4-yl radical as fiber-reactive group are useful for dyeing hydroxy- and/or carboxamido-containing material, including fiber material, for example cellulose fibers, wool and polyamide.
    Type: Grant
    Filed: March 19, 1998
    Date of Patent: April 4, 2000
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
  • Patent number: 6025486
    Abstract: A compound of formula (1) and salts thereof, wherein: M is a metal or hydrogen; Pc is a phthalocyanine nucleus; each R.sup.1 independently is H or optionally substituted alkyl aryl or aralkyl; each L.sup.1 independently is a divalent organic linking group; Z is an optionally substituted piperazinyl group; q is 1 or 2; x and y each independently have a value of 0.5 to 3.5; and (x+y) is from 2 to 5. A process for making the compounds of formula (1). The compounds of formula (1) are useful as colorants for inks which are used in for example ink jet printing of substrates such as paper, plastics, textile materials, metal or glass.
    Type: Grant
    Filed: April 7, 1998
    Date of Patent: February 15, 2000
    Assignee: Zeneca Limited
    Inventors: Prahalad Manibhai Mistry, Ronald Wynford Kenyon
  • Patent number: 6015896
    Abstract: A compound of formula (1) and salts thereof, wherein: M is a metal or hydrogen; Pc is phthalocyanine nucleus; R.sup.1, R.sup.2, W.sup.1 and W.sup.2 are each independently H or optionally substituted alkyl, aryl or aralkyl; R.sup.3 is an aminoalkyl group; L is a divalent organic linking group; x, y and t are each independently 0.5 to 2.5; and (x+y+t) is from 3 to 4. A process for making the compounds of formula (1). The compounds of formula (1) are useful as colorants for inks which are used in for example ink jet printing of substrates such as paper, plastics, textile materials, metal or glass.
    Type: Grant
    Filed: April 7, 1998
    Date of Patent: January 18, 2000
    Assignee: Zeneca Limited
    Inventors: Prahalad Manibhai Mistry, Ronald Wynford Kenyon
  • 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: 5973140
    Abstract: The invention relates to a novel phthalocyanine compound absorbing in the near infrared region of the spectrum with a high absorption coefficient which features high solubility in solvents, good compatibility with resins and high aging resistance, thus finding application as a near infrared ray absorbing material or a light-heat conversion material with great advantage and to a process for producing the phthalocyanine compound. The novel phthalocyanine compound has the following general formula: ##STR1## wherein R represents alkyl or alkoxyalkyl; X represents halogen, alkylthio, phenylthio which may be substituted, or naphthylthio which may be substituted; M represents a couple of hydrogen atoms, a divalent metal, or a trivalent or tetravalent metal derivative. The near infrared ray absorbing and light-heat conversion materials containing the above phthalocyanine compound are also described.
    Type: Grant
    Filed: December 28, 1998
    Date of Patent: October 26, 1999
    Assignees: Yamamoto Chemicals, Inc, Mitsui Chemicals Inc.
    Inventors: Yojiro Kumagae, Toshihiro Masaoka, Shigeo Fujita, Tsunehito Eda
  • Patent number: 5965598
    Abstract: The present invention refers to zinc-phthalocyanines of general formula (I) ##STR1## to processes for their preparation and to their use as phototherapeutic and photodiagnostic agents as free molecules and as conjugates with macromolecular carrier molecules.
    Type: Grant
    Filed: August 13, 1998
    Date of Patent: October 12, 1999
    Assignee: Molteni L. & C. dei Fratelli Alitti Societa di esercizio S.p.A.
    Inventors: Gabrio Roncucci, Donata Dei, Maria Paola De Filippis, Lia Fantetti, Ilaria Masini, Barbara Cosimelli, Giulio Jori
  • Patent number: 5922116
    Abstract: A compound of the Formula (1) and salts thereof: ##STR1## wherein: M is a metal or hydrogen;Pc is a phthalocyanine nucleus;each R.sup.1,W.sup.1 and W.sup.2 independently is H or optionally substituted alkyl, aryl or aralkyl;each L.sup.1 independently is a divalent organic linking group;Z is an optionally substituted piperazinyl group;q is 1 or 2;x,y and t each independently have a value of 0.5 to 2.5; and(x+y+t)is 3 to 4.A process for making the compounds of Formula (1). The compounds of Formula (1) are useful as colorants for inks which are used in for example ink jet printing of substrates such as paper, plastics, textile materials, metal or glass.
    Type: Grant
    Filed: April 7, 1998
    Date of Patent: July 13, 1999
    Assignee: Zeneca Limited
    Inventors: Prahalad Manibhai Mistry, Ronald Wynford Kenyon
  • 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: 5856472
    Abstract: Novel aluminum phthalocyanine reactive dyestuffs of the formula (1) ##STR1## in which x is Cl or OH;Z is vinyl or a group of the formula --CH.sub.2 CH.sub.2 --Y, in which Y is a substituent which can be eliminated under alkaline conditions,c is a number from 0.5 to 4;M is a hydrogen, an alkali metal or a substituted or unsubstituted ammonium ion; andR.sup.1 and R.sup.2 independently of one another are hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 alkyl, a C.sub.1 -C.sub.6 -alkyl which is substituted by one or two radicals of the formulae OH, SO.sub.3 M or OSO.sub.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: January 5, 1999
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Karl-Josef Herd, Klaus Saitmacher
  • Patent number: 5847114
    Abstract: The use of substituted phthalocyanines for the generation of singlet oxygen in which at least one of the peripheral carbon atoms in the 1-16 positions of the phthalocyanine nucleus (M.sub.k Pc) of Formula (1): ##STR1## wherein: M is selected from H, metal, halometal, oxymetal and hydroxymetal; andk is the inverse of 1/2 of the valency of M; is linked via an oxygen atom to an aromatic radical and the remaining peripheral carbon atoms are unsubstituted or substituted by any combination of atoms or groups and sulphonated derivatives thereof provided that the phthalocyanine absorbs electromagnetic radiation at a wavelength from 650 nm to 800 nm.
    Type: Grant
    Filed: October 25, 1995
    Date of Patent: December 8, 1998
    Assignee: Zeneca Limited
    Inventors: Dean Thetford, Peter Gregory
  • Patent number: 5847111
    Abstract: Novel aluminium phthalocyanine compounds of having the formula ##STR1## and their salts wherein D represents --SO.sub.2 NR.sub.a --A--SO.sub.2 --B or ##STR2## --SO.sub.2 B is a fiber-reactive group and Z is a heterocyclic fiber-reactive group having 1 or 2 labile halogens selected from fluorine or chlorine.The novel aluminium phthalocyanine compounds and their salts are fiber-reactive dyestuffs useful in dyeing or printing hydroxy-group-containing or nitrogen-containing organic substrates.
    Type: Grant
    Filed: December 11, 1996
    Date of Patent: December 8, 1998
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Roland Wald, Markus Gisler
  • Patent number: 5811543
    Abstract: Compounds of the formulaA(B).sub.x (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the phthalocyanine series, which radical contains x B groups attached to N-atoms, preferably with at least one directly adjacent to or conjugated with a carbonyl group,B is a group of the formula ##STR1## and, if x is 2,3 or 4, may also be one, two or three hydrogen atoms, wherein the symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, Y, Z, m and n, are as defined in the disclosureThese 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: September 22, 1998
    Assignee: Ciba Speciality Chemicals Corporation
    Inventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
  • Patent number: 5788914
    Abstract: A near infrared ray absorbing compound having an improved solubility and light resistance can be obtained by amidating and/or imidating the amino groups on substituents of a phthalocyanine. According to its preparation process, the desired near infrared ray absorbing compound can be easily prepared by reacting the phthalocyanine having an elimination group such as a halogen atom with a 2-aminothiophenol derivative, and then amidating and/or imidating a part or all of the remaining primary or secondary amino groups. Moreover, substituents on the benzene rings of the phthalocyanine can be coordinated with metals, whereby an absorption wavelength can be broadened and the near infrared rays in a long wave range can be absorbed. The near infrared ray absorbing compound of the present invention is useful as a heat ray absorbing material.
    Type: Grant
    Filed: September 26, 1996
    Date of Patent: August 4, 1998
    Assignees: Mitsui Chemicals, Inc., Yamamoto Chemicals, Inc.
    Inventors: Ryu Oi, Kazuhiro Seino, Yuko Mochizuki, Keisuke Takuma
  • Patent number: 5783694
    Abstract: Compounds of the general formula I ##STR1## where the A radicals are, independently of one another, ##STR2## where the rings B and C can also, independently of one another, be substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, nitro, hydroxysulfonyl, benzoyl or a fused-on benzo ring,R is hydrogen or methyl, and the two hydrogen atoms on the nitrogens Can be replaced by copper, nickel, vanadyl, magnesium, AlCl or zinc,are suitable as IR-absorbers.
    Type: Grant
    Filed: March 24, 1997
    Date of Patent: July 21, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Bernhard Albert
  • Patent number: 5780621
    Abstract: Phthalocyanines of the formula ##STR1## in which Z is a fiber-reactive radical and the other substituents and indices have the meaning given in the description, have improved use properties.
    Type: Grant
    Filed: August 8, 1996
    Date of Patent: July 14, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Karl-Josef Herd, Willi Brust
  • Patent number: 5705101
    Abstract: A phthalocyanine near infrared absorber having a broad absorption range in the near infrared region and represented by the following formula (1): ##STR1## wherein each of the groups is defined.
    Type: Grant
    Filed: December 18, 1995
    Date of Patent: January 6, 1998
    Assignees: Mitsui Toatsu Chemicals, Inc., Yamamoto Chemicals Inc.
    Inventors: Ryu Oi, Kazuhiro Seino, Keisuke Takuma
  • Patent number: 5703229
    Abstract: Provided are new compounds useful as near infrared fluorophoric markers. In the practice of this invention a method is also provided for tagging thermoplastic containers using near infrared fluorescing compounds or copolymerized residues readily capable of detection. The new compounds are phthalocyanine and naphthalocyanine derivatives which are covalently bonded to substituted silicon and aluminum compounds. The methods, compositions, and compounds described herein thus provide a total system useful for marking, for identification purposes, the various classes of thermoplastic wastes, so that they can be identified, sorted, and subsequently recycled.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: December 30, 1997
    Assignee: Eastman Chemical Company
    Inventors: James J. Krutak, Michael R. Cushman, Clarence A. Coates, William W. Parham, Max A. Weaver, Gabor Patonay
  • Patent number: 5627028
    Abstract: Tetraazaporphins represented by the general formula (I): ##STR1## provide substances derived from organisms (e.g. antigens, antibodies, nucleotides, etc.) which have been labeled with a fluorochrome for labeling comprising the tetraazaporphin; reagents comprising any of the labeled substances which can be utilized for assay of various antigens, drugs, DNAs and the like; and analysis of the base sequence of DNA. Fluorescence analysis can be carried out using the labeled substances.
    Type: Grant
    Filed: November 3, 1993
    Date of Patent: May 6, 1997
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Seiji Tai, Mitsuo Katayose, Hiroo Watanabe
  • 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