Sulfonyl Bonded Directly To Ring Carbon Of The Phthalocyanine Ring System Patents (Class 540/131)
  • Patent number: 9034095
    Abstract: An object is to overcome the drawbacks of conventional blue phthalocyanine pigments upon the formation of images, and to develop a blue pigment that can satisfactorily exhibit a greenish blue color high in chroma and excellent in colorfulness, brightness, dispersibility, hue, tinting power and the like and that is applicable to various image recording methods. The object can be achieved by a greenish blue pigment, which exhibits a greenish blue hue of high chroma and contains a pigment represented by the following formula (I): wherein the number, m, of substituent phthalimidomethyl group(s) is in a range of 1.0?m?5.0, and the number, n, of a substituent sulfonic group R1 is in a range of 0.05?n?1.0.
    Type: Grant
    Filed: July 19, 2012
    Date of Patent: May 19, 2015
    Assignee: DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.
    Inventors: Koji Tsuchiya, Masahiko Aoba, Kenjiro Matsumoto, Takeshi Tamaki
  • Patent number: 8778073
    Abstract: A phthalocyanine dye with extended conjugation includes one or both of a phthalocyanine component and a naphthalocyanine component and at least one water soluble substituent on an aryl group of the phthalocyanine dye. The extended conjugation of the phthalocyanine dye includes at least one benzene moiety of the component being one of (a) joined to an aryl group either indirectly using an alkylene linkage or directly, (b) joined to a benzene moiety of another of the components to form an oligomer of the components, and (c) a combination of (a) and (b). The extended conjugation shifts absorption of the phthalocyanine dye to greater than 800 nm.
    Type: Grant
    Filed: October 30, 2008
    Date of Patent: July 15, 2014
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Sivapackia Ganapathiappan, Zhang-Lin Zhou, Jayprakash C. Bhatt
  • Patent number: 8685116
    Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.
    Type: Grant
    Filed: July 21, 2010
    Date of Patent: April 1, 2014
    Assignee: BASF SE
    Inventors: Alfred Hohener, Frank Bachmann, Adolf Kaser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
  • Patent number: 8647425
    Abstract: A process for preparing azaphthalocyanine or metallo-azaphthalocyanine dyes Also novel compounds, inks, printing processes, printed materials (including color filters) and ink-jet cartridges.
    Type: Grant
    Filed: October 6, 2010
    Date of Patent: February 11, 2014
    Assignee: Fujifilm Imaging Colorants Limited
    Inventor: Prakash Patel
  • Publication number: 20120081482
    Abstract: A process for preparing a mixture of phthalocyanine or metallo-phthalocyanine dyes and salts thereof which comprises cyclisation of a compound of Formula (1) with a compound of Formula (2) and/or Formula (3): wherein: R1 is a hydrocarbyl group; R2 is H or a hydrocarbyl group; R3 is H, optionally substituted alkyl, optionally substituted aryl or optionally substituted heterocyclyl; R4 and R5 are cyano, carboxy carboxamide or together form a group of formula X is an electron withdrawing group; and n is 1 to 4: wherein the cyclisation process is carried out in the presence of a suitable nitrogen source (if required) and a metal salt (if required). Also novel compounds, inks, printing processes, printed materials (including color filters) and ink jet cartridges.
    Type: Application
    Filed: May 26, 2010
    Publication date: April 5, 2012
    Applicant: Fujifilm Imaging Colorants Limited
    Inventors: Patricia Mary Dunwoody, Prakash Patel
  • Publication number: 20110204234
    Abstract: A phthalocyanine dye with extended conjugation includes one or both of a phthalocyanine component and a naphthalocyanine component and at least one water soluble substituent on an aryl group of the phthalocyanine dye. The extended conjugation of the phthalocyanine dye includes at least one benzene moiety of the component being one of (a) joined to an aryl group either indirectly using an alkylene linkage or directly, (b) joined to a benzene moiety of another of the components to form an oligomer of the components, and (c) a combination of (a) and (b). The extended conjugation shifts absorption of the phthalocyanine dye to greater than 800 nm.
    Type: Application
    Filed: October 30, 2008
    Publication date: August 25, 2011
    Inventors: Sivapackia Ganapathiappan, Zhang-Lin Zhou, Jayprakash C. Bhatt
  • Patent number: 7799098
    Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.
    Type: Grant
    Filed: August 22, 2005
    Date of Patent: September 21, 2010
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Alfred Höhener, Frank Bachmann, Adolf Käser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
  • 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: 20100112218
    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: Application
    Filed: March 13, 2008
    Publication date: May 6, 2010
    Applicant: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takafumi Fujii, Takashi Yoneda, Yasuo Kuroda, Yoshiaki Kawaida
  • Patent number: 7658792
    Abstract: There is provided an IR-absorbing naphthalocyanine dye of formula (I): wherein M is Ga(A1); A1 is an axial ligand selected from —OH, halogen, —OR3, —OC(O)R4 or —O(CH2CH2O)eRe wherein e is an integer from 2 to 10 and Re is H, C1-8 alkyl or C(O)C1-8 alkyl; R1 and R2 may be the same or different and are selected from hydrogen or C1-12 alkoxy; R3 is selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl or Si(Rx)(Ry)(Rz); R4 is selected from C1-12 alkyl, C5-12 aryl or C5-12 arylalkyl; Rx, Ry and Rz may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl, C1-12 alkoxy, C5-12 aryloxy or C5-12 arylalkoxy; and each B is independently selected from a base, wherein BH+ has a pKa of between 4 and 9. The dye is suitable for use in IR-absorbing inkjet inks, providing compatibility with known CMYK inks together with an optimally red-shifted ?max.
    Type: Grant
    Filed: July 10, 2006
    Date of Patent: February 9, 2010
    Assignee: Silverbrook Research Pty Ltd
    Inventors: Sutharsiny Indusegaram, Graciel Gonzaga, Simone Charlotte Vonwiller, Scott Matthew Starling, Lachlan Everett Hall, Damon Donald Ridley, Kia Silverbrook
  • Patent number: 7560421
    Abstract: A method of disinfecting a contact lens is provided, including the steps of preparing a disinfecting liquid which contains hydrogen peroxide and at least one metal phthalocyanine compound dispersed or dissolved in an aqueous medium, immersing the contact lens in the disinfecting liquid, and irradiating the disinfecting liquid in which the contact lens is immersed with a light.
    Type: Grant
    Filed: August 14, 2003
    Date of Patent: July 14, 2009
    Assignee: Menicon Co., Ltd.
    Inventors: Kazuhiko Nakada, Kotaro Sakanishi
  • Patent number: 7559983
    Abstract: An IR-absorbing phthalocyanine dye suitable for formulation in a solvent-based or oil-based ink vehicle is disclosed. The phthalocyanine comprises one or more sulfonate groups and a counterion of at least one sulfonate group is a phosphonium cation. Phosphonium salts of sulfonated gallium naphthalocyanines exemplify such dyes.
    Type: Grant
    Filed: September 4, 2007
    Date of Patent: July 14, 2009
    Assignee: Silverbrook Research Pty Ltd
    Inventors: Scott Matthew Starling, Simone Charlotte Vonwiller, Damon Donald Ridley, Kia Silverbrook
  • Publication number: 20090105108
    Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.
    Type: Application
    Filed: August 22, 2005
    Publication date: April 23, 2009
    Inventors: Alfred Hohener, Frank Bachmann, Adolf Kaser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
  • Patent number: 7459016
    Abstract: A method for the production of a phthalocyanine pigment preparation includes finely distributing a crude phthalocyanine pigment by dry milling, wet milling, salt kneading, acid pasting or acid swelling to give a pre-pigment, the pre-pigment is subjected to a finishing treatment in a mixture of water and an organic solvent at alkaline pH, increased temperature and in the presence of at least one pigment dispersant from the group of phthalocyanine sulphonic acids, phthalocyanine carboxylic acids, phthalocyanine sulphonate salts, phthalocyanine carboxylate salts and phthalocyanine suiphonamides.
    Type: Grant
    Filed: November 27, 2003
    Date of Patent: December 2, 2008
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Klaus Brychcy, Joachim Weber, Heidrun Mehler
  • Patent number: 7419537
    Abstract: The present invention relates to a phthalocyanine colorant characterized in that it has, as substituents, at least one unsubstituted sulfamoyl group and at least one substituted sulfamoyl group, the total number of these groups being 2 to 4, the substituent on the substituted sulfamoyl group has a substituted triazinyl group bonded thereto through a crosslinking group, and the unsubstituted sulfamoyl group and the substituted sulfamoyl group are bonded to the phthalocyanine ring at the ?-position. Said phthalocyanine colorant is suitable for use in an ink, especially a cyan ink, for an ink-jet printer. A printed matter obtained by printing with said ink is excellent in light fastness, ozone fastness and moisture fastness.
    Type: Grant
    Filed: March 29, 2004
    Date of Patent: September 2, 2008
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takafumi Fujii, Hirokazu Kitayama, Shinichi Namba
  • Publication number: 20080199732
    Abstract: A dendritic molecule represented by Formula 3: where Pc is metal phthalocyanine represented by Formula 2: where M is a core metal of the dendritic molecule; n is an integer in the range of 1 to 50; each of the Xs is a bivalent linking group independently selected from the group consisting of O, S, CH2, CO, SO2 and NHCO; and each of the Rs is independently selected from the group consisting of CN, COOH, SO3H and PO3H. The dendritic molecule containing metal phthalocyanine is dissolved in an organic solvent, and thus can be used to easily form a hole injection layer or a hole transport layer using solution deposition. The hole injection layer comprising the dendritic molecule containing metal phthalocyanine has good adhesion to an electrode and improved hole injection ability. The organic light emitting diode including the hole injection layer exhibits high luminance and emitting efficiency.
    Type: Application
    Filed: November 28, 2007
    Publication date: August 21, 2008
    Inventors: Tae-Woo Lee, Jong-Jin Park, Lyong-Sun Pu, Masa-Aki Kakimoto
  • Publication number: 20080188595
    Abstract: An ink set includes an ozone stable cyan ink, and an ozone stable magenta ink. According to this exemplary embodiment, the ozone stable magenta ink includes an ozone stable magenta dye and a liquid vehicle including a fluorocarbon surfactant formed at least in part from a polymer comprising at least one Formula 1: Where R1?H, OH, or CH3; and R2?O(CH2)m—(CF2)n—CF3 with m=1-3 and n=0-3.
    Type: Application
    Filed: October 31, 2006
    Publication date: August 7, 2008
    Inventor: Larrie Deardurff
  • Patent number: 7314511
    Abstract: A phthalocyanine compound of Formula (I) wherein M is an oxymetal group, methods and uses involving these compounds
    Type: Grant
    Filed: July 30, 2003
    Date of Patent: January 1, 2008
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: James Stanley Campbell, Kathryn Carr, Russell Jon Griffiths
  • Patent number: 7270703
    Abstract: To provide a novel phthalocyanine compound, and an inkjet ink and inkjet recording method capable of an image having an excellent hue, fastness to light and ozone gas resistance. To provide various coloring compositions such as an ink sheet for heat-sensitive recording material, color toner for electrophotography, and color filter, and to provide improving method of oxidation resistance of an image. [Means for Resolution] A phthalocyanine compound substituted with —SO2NH—Z (Z represents a heterocyclic group) in at least one combination of 2 and 3, 6 and 7, 10 and 11, and 14 and 15-positions, wherein at least one of the 1 to 16-positions has two or more carbon atoms and the total number of the carbon atom thereof is 8 or more, inkjet ink using the compound, ink sheet, color toner and a color filter composition, which use the compound.
    Type: Grant
    Filed: June 21, 2002
    Date of Patent: September 18, 2007
    Assignee: Fujifilm Corporation
    Inventors: Keiichi Tateishi, Masaki Noro, Yoshiharu Yabuki, Tadashi Omatsu
  • Patent number: 7265100
    Abstract: The present invention refers to a process for the separation of regioisomeric mixtures of metal phthalocyanines of formula (I), to the regioisomers obtained by this process, and their use as phototherapeutic and photodiagnostic agents
    Type: Grant
    Filed: October 28, 2002
    Date of Patent: September 4, 2007
    Assignee: L. Molteni & C. Dei Fratelli Alitti Societa' di Esercizio S.p.A.
    Inventors: Gabrio Roncucci, Francesca Giuntini, Donata Dei, Maria Paola De Filippis, Paolo Sarri, Marco Possenti, Valentina Paschetta, Giacomo Chiti
  • Patent number: 7205039
    Abstract: An optical information recording medium whose recording layer includes a phthalocyanine derivative having a substituent of the following formula (I): (in the formula (I), R1, R2 and R3 each independently represent a substituent other than a hydrogen atom). A dye compound represented by the following formula (II): (in the formula (II), M represents a metal or a metal oxide each of which may have a ligand. R4, R5 and R6 each independently represent a substituent other than a hydrogen atom, and n is an integer of from 1 to 8).
    Type: Grant
    Filed: October 18, 2004
    Date of Patent: April 17, 2007
    Assignee: FujiFilm Corporation
    Inventors: Tetsuya Watanabe, Naoki Saito
  • Patent number: 7087107
    Abstract: According to the present invention, a novel phthalocyanine compound having a specific structure is provided, and an ink, an inkjet recording ink, an inkjet recording method and a method for improving preservability of a formed image, each using the compound, are also provided. The novel phthalocyanine compound of the present invention has a sufficiently high fastness to light, heat, humidity and active gases in the environment and by using an ink, particularly inkjet recording ink, containing the phthalocyanine compound, an image having high fastness to light and ozone gas in the environment can be formed.
    Type: Grant
    Filed: January 18, 2002
    Date of Patent: August 8, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Masaki Noro, Yoshiharu Yabuki, Hideaki Naruse, Tadashi Omatsu
  • Publication number: 20040260083
    Abstract: A process for the production of a &bgr; type copper phthalocyanine pigment, comprising dry-milling a crude copper phthalocyanine having a purity of 97 to 100% and a primary crystal diameter of 0.5 to 100 &mgr;m at a temperature of 180 to 50° C.
    Type: Application
    Filed: June 18, 2004
    Publication date: December 23, 2004
    Inventors: Osamu Shiromaru, Yusaku Ide, Toshio Oshiba, Takuya Kotani
  • Publication number: 20040200387
    Abstract: A pigment's etheramine sulfonic acid salt is described. Also described is a method for enhancing the performance of a pigment composition containing an organic pigment, comprising enhancing the dispersion of said pigment by adding to 100 parts of said pigment about 1 to 40 parts of a pigment's etheramine sulfonic acid salt.
    Type: Application
    Filed: April 14, 2003
    Publication date: October 14, 2004
    Inventors: Kevin A. Arthur, George H. Robertson, George McLaren, Stanislav G. Vilner, Ronald R. Forbes
  • Publication number: 20040099181
    Abstract: An ink characterized by containing at least one compound selected from phthalocyanine compounds represented by the general formulae (I), (II), (III) and (IV) has an absorption characteristic superior in color reproducibility as dyes of three primary colors and has sufficient fastness to light, heat, humidity, and active gases in an environment, and hence, can give colored images or colored materials having superior46. The ink can be used for various coloring compositions such as ink compositions for inkjet printing, ink sheets in thermal transfer image-forming materials, coloring compositions for color filters in electrophotographic toners, LCD, PDP, and CCD, and dyeing baths for dyeing various fibers.
    Type: Application
    Filed: October 31, 2003
    Publication date: May 27, 2004
    Inventors: Keiichi Tateishi, Masaki Noro, Yoshiharu Yabuki, Tadashi Omatsu
  • Publication number: 20030164114
    Abstract: The present invention relates to a cyan dye mixture, an ink composition containing the mixture and a method of ink-jet recording with the ink composition. The print obtained by the method is characterized by discoloring or fading little even when allowed to stand in a well ventilated shade or in an ozone gas. The cyan dye mixture comprises compounds which are obtained by chlorosulfonating, as a starting material, copper phthalocyanine or a sulfonated copper phthalocyanine and then aminating the chlorosulfonation product with an aminating agent used in an amount of at least 2.
    Type: Application
    Filed: January 17, 2003
    Publication date: September 4, 2003
    Inventors: Hirokazu Kitayama, Shinichi Namba, Takafumi Fujii, Junji Otani, Junko Yoshioka, Yasuo Shirasaki
  • Publication number: 20030105321
    Abstract: Compound of formula 1
    Type: Application
    Filed: July 12, 2002
    Publication date: June 5, 2003
    Inventors: Annemarie Wolleb, Heinz Wolleb, Gerardus De Keyzer, Barbara Wagner
  • Publication number: 20030102252
    Abstract: The invention concerns a method for selectively desulphurizing thiopene compounds contained in hydrocarbons derived from crude oil distillation, whether refined or not, which consists in oxidising the thiophene sulphur atoms into sulphone in the presence of an oxidising agent and in separating said sulphonated compounds from said hydrocarbons. The invention is characterised in that it consists in oxidising the thiophene compounds in a two-phase turbulent medium comprising a hydrocarbon phase and an aqueous phase, in the presence of at least an oxidising agent soluble in at least one of the two phases and of at least a metal catalyst in soluble or dispersed form in a liquid or in solid form, separation and oxidation occurring simultaneously.
    Type: Application
    Filed: November 18, 2002
    Publication date: June 5, 2003
    Inventors: Alain Rabion, Francois Fajula, Jean Rene Bernard, Vasile Hulea
  • Patent number: 6444807
    Abstract: The invention relates to phthalocyanine compounds and are represented by the formula: The compounds are used as a colorant and a pigment precursor, especially in light-sensitive compositions for color filters.
    Type: Grant
    Filed: March 12, 2001
    Date of Patent: September 3, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Annemarie Wolleb, Heinz Wolleb, Gerardus De Keyzer, Barbara Wagner
  • Patent number: 6348453
    Abstract: The present invention provides a method for treating a viral infection in a subject in need of such treatment comprising administering to the subject a photosensitizer formulated in a liposome carrier, and exposing the subject to light at a wavelength 20-40 nm greater than the maximum absorption of the photosensitizer at a sufficient dose and duration to treat the viral infection in the subject. The present invention also provides a method for treating a viral infection in a subject in need of such treatment comprising administering to the subject (i) a photosensitizer formulated in a liposome carrier and (ii) at least one quencher, and exposing the subject to light at a sufficient wavelength, dose and duration to treat the viral infection in the subject.
    Type: Grant
    Filed: April 5, 2000
    Date of Patent: February 19, 2002
    Assignee: New York Blood Center, Inc.
    Inventor: Ehud Ben-Hur
  • 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: 6149722
    Abstract: Phthalocyanine compounds of Formula (1) have utility as colorants in inks for ink-jet printing, where Formula (1) represents: ##STR1## in which: M represents a metal or H;Pc represents a phthalocyanine nucleus; andR.sup.1 represents H or --(CH.sub.2).sub.n R.sup.3 ; R.sup.2 represents(CH.sub.2).sub.n R.sup.3 ; or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached represent a 5 or 6-membered ring; where:n is independently an integer from 1 to 30; andR.sup.3 is independently a group selected from hydroxy, sulpho, cyano, --SR.sup.4, --CO.sub.2 R.sup.5, --PO.sub.3 H.sub.2 and --NR.sup.6 R.sup.7 ; where:R.sup.4, R.sup.5, R.sup.6 and R.sup.7 independently represent H, C.sub.1-30 alkyl optionally substituted by one or more groups selected from hydroxy, mercapto, sulpho, carboxy, cyano and --PO.sub.3 H.sub.2 ;v is the valence of Pc divided by the valence of M;x is from 1.2 to 3.8;y is from 0.1 to 2.7;z is from 0.1 to 2.7; andx, y and z satisfy 2.ltoreq.x+y+z.ltoreq.4.
    Type: Grant
    Filed: February 1, 1999
    Date of Patent: November 21, 2000
    Assignee: Zeneca Limited
    Inventors: Colin Dick Robertson, Mark Kenworthy
  • 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: 5889181
    Abstract: Disclosed herein is a selective method for the preparation of single positional isomers of monosulphonated metallo derivatives of compounds selected from the group consisting of monosulphophthalocyanines, monosulphonaphthobenzoporphyrazines and monosulphotetraphenylporphyrins.
    Type: Grant
    Filed: August 25, 1995
    Date of Patent: March 30, 1999
    Assignee: University Of Sherbrooke
    Inventors: Sveltana V. Kudrevich, Hasrat Ali, Johan E. Van Lier
  • Patent number: 5883245
    Abstract: The present invention provides a deodorizer consisting of the water-soluble metallophthalocyanine represented by the formula: ##STR1## wherein, "Met" is a central metal, X is an acidic group or alkali metal salt thereof, m and p are respectively an integer of from 1 to 15, and m+p is not more than 16. The deodorizer shows excellent deodorizing ability for an aldehyde-origin odor.
    Type: Grant
    Filed: October 2, 1997
    Date of Patent: March 16, 1999
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Tatsuto Yamashita
  • Patent number: 5880279
    Abstract: Cobalt dihalodihydroxydisulfophthalocyanines are useful in the extraction of low molecular weight mercaptans from petroleum (e.g., crude oil) or gas condensate.
    Type: Grant
    Filed: June 11, 1997
    Date of Patent: March 9, 1999
    Assignee: Chevron U.S.A. Inc.
    Inventors: Akhmet Mazgarovich Mazgarov, Azat Faridovich Vildanov, Nailya Gilmutdinovna Bazhirova, Gulnara Burkhanova Niamutdinova, Sergei Nikolaevich Sukhov
  • Patent number: 5859237
    Abstract: A process for the production of a phthalocyanine pigment having a clear color tone, a high tinting strength and a finely milled structure by an efficient and economical process, in which the pigmentation from a phthalocyanine crude can be carried out without removing an aromatic hydrocarbon solvent used in the synthesis of the phthalocyanine crude, the process comprising thes steps of(a) reacting phthalic anhydride or its derivative, urea or its derivative and a catalyst in an organic solvent to synthesize a phthalocyanine crude,(b) wet-milling a slurry of the synthesized phthalocyanine crude in the presence of a milling medium without removing the aromatic hydrocarbon solvent, and(c) removing the organic solvent from the slurry of the milled product, purifying the milled product and drying the milled product with a spray type dryer.
    Type: Grant
    Filed: October 8, 1997
    Date of Patent: January 12, 1999
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Hideko Noguchi, Mikio Hayashi, Masatoshi Momose
  • 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: 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: 5847113
    Abstract: A process for preparing sulfo-containing copper phthalocyanine dyes having an absorption maximum .lambda..sub.max..gtoreq.605 nm comprises heating copper phthalocyanine with at least 15% strength oleum at about 50.degree.-110.degree. C. until the reaction product has a .lambda..sub.max..gtoreq.605 nm, then diluting the resulting sulfonation product with water, adding a tertiary, lipophilic amine and stirring at elevated temperature until the lipophilic phase comprising the ammonium salt separates from the aqueous sulfuric acid phase, subsequently admixing the lipophilic phase, optionally after washing with water, with a water-soluble base whose sulfonate salt is to be prepared and water, separating the resulting phases and leaving the salt in the aqueous solution or isolating it therefrom.The products are especially useful for dyeing cellulosic fibers or polyamides.
    Type: Grant
    Filed: October 10, 1997
    Date of Patent: December 8, 1998
    Assignee: BASF Aktiengesellschaft
    Inventor: Rudolf Bermes
  • Patent number: 5817154
    Abstract: A substituted phthalocyanine in which at least one of the peripheral carbon atoms in the 1-16 positions of the phthalocyanine nucleus (MnPc) as shown in Formula (1) ##STR1## is linked via an oxygen atom or a sulphur atom to an organic radical, the remaining peripheral carbon atoms being unsubstituted or substituted by any combination of atoms or groups and sulphonated derivatives thereof.
    Type: Grant
    Filed: August 29, 1995
    Date of Patent: October 6, 1998
    Assignee: Zeneca Limited
    Inventors: Peter Gregory, Stephen James Reynolds, Raymond Lesley White
  • 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: 5739318
    Abstract: The present invention relates to labelling agents comprising non-proteinaceous boronic acid conjugates having absorption maxima at not less than 600 nm, said label being provided by e.g., an azine, triphenylmethane, cyanine or phthalocyanine dye. The labelling agents are useful in the estimation and quantification of cisdiols such as glycosylated haemoglobin, by virtue of the substantially total absence of overlap with the absorption spectrum of haemoglobin. Oxazine and thiazine dyes exhibiting similar absorption characteristics and containing other activated moieties are similarly useful labelling agents, especially in the presence of haemoglobin.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: April 14, 1998
    Assignee: Axis Research AS
    Inventors: Frank Frantzen, Erling Sundrehagen
  • Patent number: 5608053
    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: March 4, 1997
    Assignee: Zeneca Limited
    Inventors: Dean Thetford, Peter Gregory
  • Patent number: 5569758
    Abstract: A process for preparing metal-free phthalocyanines which can carry up to 16 halogen atoms, cyano groups, carboxyl groups, sulfo groups, C.sub.1 -C.sub.18 -alkyl groups and/or aryl radicals as substituents by reductive cyclization of ortho-phthalodinitrile substituted ortho-phthalodinitriles or mixtures thereof comprises effecting the cyclization in C.sub.2 -C.sub.4 -alkylene monoglycols, oligoglycols or polyglycols, their mono-C.sub.1 -C.sub.4 -alkyl or -aryl ethers or their mixtures in the presence of an aromatic compound of the formula I ##STR1## where the substituents X can be identical or different and each denotes hydroxyl, mercapto, amino or C.sub.1 -C.sub.6 -alkylamino, the substituents Y can likewise be identical or different and each denotes halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -alkoxycarbonyl, m is from 1 to 4 and n is from 0 to 5, subject to the proviso that m+n .ltoreq.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: October 29, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Ingo Klopp, Peter B ottcher, Ulrich Frick, Otto Schiller
  • Patent number: 5563260
    Abstract: The compounds of general formula I ##STR1## wherein R represents chlorine or hydroxylPc represents a phthalocyanine radicalR.sub.1 may be alkyl and R.sub.2 may be alkyl ammoniumare excellently suitable for dyeing of plastic materials, paper and inks for ball point pens.
    Type: Grant
    Filed: February 9, 1995
    Date of Patent: October 8, 1996
    Assignee: Sandoz Ltd.
    Inventors: Bansi L. Kaul, Dominique Pflieger
  • Patent number: 5516901
    Abstract: Reactive phthalocyanine dyes are prepared by reacting phthalocyaninesulfonyl chlorides with amines containing a reactive group and subjecting the resulting reaction mixture to a membrane treatment.
    Type: Grant
    Filed: December 10, 1993
    Date of Patent: May 14, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Dornhagen, Manfred Patsch
  • Patent number: 5501710
    Abstract: The novel copper phthalocyanine dyestuffs of the formula (I) ##STR1## in which CuPc represents a copper phthalocyanine radical,W represents branched or straight-chain C.sub.9-16 -alkylene,a represents 2 to 4,b represents 0 to 2, andthe sum of a and b is 3 to 4,are suitable for dyeing and printing cellulose-coating materials and for producing printing inks, in particular for ink-jet printing systems.
    Type: Grant
    Filed: October 14, 1994
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Wunderlich
  • Patent number: 5484915
    Abstract: A substituted phthalocyanine in which at least one of the peripheral carbon atoms in the 1-16 positions of the phthalocyanine nucleus (MnPc) as shown in Formula (1) ##STR1## is linked via an oxygen atom or a sulphur atom to an organic radical, the remaining peripheral carbon atoms being unsubstituted or substituted by any combination of atoms or groups and sulphonated derivatives thereof. Compositions comprising one or more compounds of Formula (1) and their use as cleaning materials are also disclosed along with a process for removing stains and/or grime from fabrics using these compositions.
    Type: Grant
    Filed: July 6, 1994
    Date of Patent: January 16, 1996
    Assignee: Zeneca Limited
    Inventors: Peter Gregory, Stephen J. Reynolds, Raymond L. White
  • Patent number: 5484685
    Abstract: A naphthalocyanine derivative of the formula: ##STR1## wherein M, Y, R.sup.1, k, l, m, n are as defined in the specification, is an effective substance for forming a recording layer on a substrate of an optical recording medium having high sensitivity with good properties.
    Type: Grant
    Filed: May 30, 1991
    Date of Patent: January 16, 1996
    Assignees: Hitachi, Ltd., Hitachi Chemical Co., Ltd.
    Inventors: Seiji Tai, Nobuyuki Hayashi, Koichi Kamijima, Mitsuo Katayose, Takayuki Akimoto, Shigeru Hayashida, Hideo Hagiwara, Susumu Era, Setsuo Kobayashi, Akio Mukoh