Sulfonyl Bonded Directly To Ring Carbon Of The Phthalocyanine Ring System Patents (Class 540/131)
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Patent number: 9034095Abstract: 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: GrantFiled: July 19, 2012Date of Patent: May 19, 2015Assignee: DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.Inventors: Koji Tsuchiya, Masahiko Aoba, Kenjiro Matsumoto, Takeshi Tamaki
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Patent number: 8778073Abstract: 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: GrantFiled: October 30, 2008Date of Patent: July 15, 2014Assignee: Hewlett-Packard Development Company, L.P.Inventors: Sivapackia Ganapathiappan, Zhang-Lin Zhou, Jayprakash C. Bhatt
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Patent number: 8685116Abstract: 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: GrantFiled: July 21, 2010Date of Patent: April 1, 2014Assignee: BASF SEInventors: Alfred Hohener, Frank Bachmann, Adolf Kaser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
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Patent number: 8647425Abstract: 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: GrantFiled: October 6, 2010Date of Patent: February 11, 2014Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Publication number: 20120081482Abstract: 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: ApplicationFiled: May 26, 2010Publication date: April 5, 2012Applicant: Fujifilm Imaging Colorants LimitedInventors: Patricia Mary Dunwoody, Prakash Patel
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Publication number: 20110204234Abstract: 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: ApplicationFiled: October 30, 2008Publication date: August 25, 2011Inventors: Sivapackia Ganapathiappan, Zhang-Lin Zhou, Jayprakash C. Bhatt
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Patent number: 7799098Abstract: 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: GrantFiled: August 22, 2005Date of Patent: September 21, 2010Assignee: Ciba Specialty Chemicals Corp.Inventors: Alfred Höhener, Frank Bachmann, Adolf Käser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
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Publication number: 20100193777Abstract: 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: ApplicationFiled: September 9, 2008Publication date: August 5, 2010Inventors: Keita Takahashi, Tetsu Kitamura, Tetsuya Watanabe
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Publication number: 20100112218Abstract: 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: ApplicationFiled: March 13, 2008Publication date: May 6, 2010Applicant: Nippon Kayaku Kabushiki KaishaInventors: Takafumi Fujii, Takashi Yoneda, Yasuo Kuroda, Yoshiaki Kawaida
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Patent number: 7658792Abstract: 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: GrantFiled: July 10, 2006Date of Patent: February 9, 2010Assignee: Silverbrook Research Pty LtdInventors: Sutharsiny Indusegaram, Graciel Gonzaga, Simone Charlotte Vonwiller, Scott Matthew Starling, Lachlan Everett Hall, Damon Donald Ridley, Kia Silverbrook
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Patent number: 7560421Abstract: 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: GrantFiled: August 14, 2003Date of Patent: July 14, 2009Assignee: Menicon Co., Ltd.Inventors: Kazuhiko Nakada, Kotaro Sakanishi
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Patent number: 7559983Abstract: 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: GrantFiled: September 4, 2007Date of Patent: July 14, 2009Assignee: Silverbrook Research Pty LtdInventors: Scott Matthew Starling, Simone Charlotte Vonwiller, Damon Donald Ridley, Kia Silverbrook
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Publication number: 20090105108Abstract: 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: ApplicationFiled: August 22, 2005Publication date: April 23, 2009Inventors: Alfred Hohener, Frank Bachmann, Adolf Kaser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
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Patent number: 7459016Abstract: 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: GrantFiled: November 27, 2003Date of Patent: December 2, 2008Assignee: Clariant Produkte (Deutschland) GmbHInventors: Klaus Brychcy, Joachim Weber, Heidrun Mehler
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Patent number: 7419537Abstract: 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: GrantFiled: March 29, 2004Date of Patent: September 2, 2008Assignee: Nippon Kayaku Kabushiki KaishaInventors: Takafumi Fujii, Hirokazu Kitayama, Shinichi Namba
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Publication number: 20080199732Abstract: 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: ApplicationFiled: November 28, 2007Publication date: August 21, 2008Inventors: Tae-Woo Lee, Jong-Jin Park, Lyong-Sun Pu, Masa-Aki Kakimoto
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Publication number: 20080188595Abstract: 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: ApplicationFiled: October 31, 2006Publication date: August 7, 2008Inventor: Larrie Deardurff
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Patent number: 7314511Abstract: A phthalocyanine compound of Formula (I) wherein M is an oxymetal group, methods and uses involving these compoundsType: GrantFiled: July 30, 2003Date of Patent: January 1, 2008Assignee: Fujifilm Imaging Colorants LimitedInventors: James Stanley Campbell, Kathryn Carr, Russell Jon Griffiths
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Patent number: 7270703Abstract: 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: GrantFiled: June 21, 2002Date of Patent: September 18, 2007Assignee: Fujifilm CorporationInventors: Keiichi Tateishi, Masaki Noro, Yoshiharu Yabuki, Tadashi Omatsu
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Patent number: 7265100Abstract: 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 agentsType: GrantFiled: October 28, 2002Date of Patent: September 4, 2007Assignee: 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
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Patent number: 7205039Abstract: 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: GrantFiled: October 18, 2004Date of Patent: April 17, 2007Assignee: FujiFilm CorporationInventors: Tetsuya Watanabe, Naoki Saito
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Patent number: 7087107Abstract: 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: GrantFiled: January 18, 2002Date of Patent: August 8, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiichi Tateishi, Masaki Noro, Yoshiharu Yabuki, Hideaki Naruse, Tadashi Omatsu
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Publication number: 20040260083Abstract: 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: ApplicationFiled: June 18, 2004Publication date: December 23, 2004Inventors: Osamu Shiromaru, Yusaku Ide, Toshio Oshiba, Takuya Kotani
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Publication number: 20040200387Abstract: 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: ApplicationFiled: April 14, 2003Publication date: October 14, 2004Inventors: Kevin A. Arthur, George H. Robertson, George McLaren, Stanislav G. Vilner, Ronald R. Forbes
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Publication number: 20040099181Abstract: 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: ApplicationFiled: October 31, 2003Publication date: May 27, 2004Inventors: Keiichi Tateishi, Masaki Noro, Yoshiharu Yabuki, Tadashi Omatsu
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Publication number: 20030164114Abstract: 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: ApplicationFiled: January 17, 2003Publication date: September 4, 2003Inventors: Hirokazu Kitayama, Shinichi Namba, Takafumi Fujii, Junji Otani, Junko Yoshioka, Yasuo Shirasaki
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Publication number: 20030105321Abstract: Compound of formula 1Type: ApplicationFiled: July 12, 2002Publication date: June 5, 2003Inventors: Annemarie Wolleb, Heinz Wolleb, Gerardus De Keyzer, Barbara Wagner
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Publication number: 20030102252Abstract: 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: ApplicationFiled: November 18, 2002Publication date: June 5, 2003Inventors: Alain Rabion, Francois Fajula, Jean Rene Bernard, Vasile Hulea
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Patent number: 6444807Abstract: 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: GrantFiled: March 12, 2001Date of Patent: September 3, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Annemarie Wolleb, Heinz Wolleb, Gerardus De Keyzer, Barbara Wagner
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Patent number: 6348453Abstract: 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: GrantFiled: April 5, 2000Date of Patent: February 19, 2002Assignee: New York Blood Center, Inc.Inventor: Ehud Ben-Hur
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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: 6149722Abstract: 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: GrantFiled: February 1, 1999Date of Patent: November 21, 2000Assignee: Zeneca LimitedInventors: Colin Dick Robertson, Mark Kenworthy
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Patent number: 6015896Abstract: 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: GrantFiled: April 7, 1998Date of Patent: January 18, 2000Assignee: Zeneca LimitedInventors: Prahalad Manibhai Mistry, Ronald Wynford Kenyon
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Patent number: 5889181Abstract: 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: GrantFiled: August 25, 1995Date of Patent: March 30, 1999Assignee: University Of SherbrookeInventors: Sveltana V. Kudrevich, Hasrat Ali, Johan E. Van Lier
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Patent number: 5883245Abstract: 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: GrantFiled: October 2, 1997Date of Patent: March 16, 1999Assignee: Orient Chemical Industries, Ltd.Inventors: Yasuhiro Yamasaki, Tatsuto Yamashita
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Patent number: 5880279Abstract: Cobalt dihalodihydroxydisulfophthalocyanines are useful in the extraction of low molecular weight mercaptans from petroleum (e.g., crude oil) or gas condensate.Type: GrantFiled: June 11, 1997Date of Patent: March 9, 1999Assignee: Chevron U.S.A. Inc.Inventors: Akhmet Mazgarovich Mazgarov, Azat Faridovich Vildanov, Nailya Gilmutdinovna Bazhirova, Gulnara Burkhanova Niamutdinova, Sergei Nikolaevich Sukhov
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Patent number: 5859237Abstract: 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: GrantFiled: October 8, 1997Date of Patent: January 12, 1999Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Hideko Noguchi, Mikio Hayashi, Masatoshi Momose
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Patent number: 5856472Abstract: 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: GrantFiled: June 16, 1997Date of Patent: January 5, 1999Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Karl-Josef Herd, Klaus Saitmacher
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Patent number: 5847111Abstract: 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: GrantFiled: December 11, 1996Date of Patent: December 8, 1998Assignee: Clariant Finance (BVI) LimitedInventors: Roland Wald, Markus Gisler
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Patent number: 5847113Abstract: 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: GrantFiled: October 10, 1997Date of Patent: December 8, 1998Assignee: BASF AktiengesellschaftInventor: Rudolf Bermes
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Patent number: 5817154Abstract: 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: GrantFiled: August 29, 1995Date of Patent: October 6, 1998Assignee: Zeneca LimitedInventors: Peter Gregory, Stephen James Reynolds, Raymond Lesley White
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Patent number: 5780621Abstract: 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: GrantFiled: August 8, 1996Date of Patent: July 14, 1998Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Karl-Josef Herd, Willi Brust
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Patent number: 5739318Abstract: 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: GrantFiled: July 12, 1993Date of Patent: April 14, 1998Assignee: Axis Research ASInventors: Frank Frantzen, Erling Sundrehagen
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Patent number: 5608053Abstract: 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: GrantFiled: October 25, 1995Date of Patent: March 4, 1997Assignee: Zeneca LimitedInventors: Dean Thetford, Peter Gregory
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Patent number: 5569758Abstract: 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: GrantFiled: December 16, 1994Date of Patent: October 29, 1996Assignee: BASF AktiengesellschaftInventors: Ingo Klopp, Peter B ottcher, Ulrich Frick, Otto Schiller
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Patent number: 5563260Abstract: 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: GrantFiled: February 9, 1995Date of Patent: October 8, 1996Assignee: Sandoz Ltd.Inventors: Bansi L. Kaul, Dominique Pflieger
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Patent number: 5516901Abstract: 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: GrantFiled: December 10, 1993Date of Patent: May 14, 1996Assignee: BASF AktiengesellschaftInventors: Juergen Dornhagen, Manfred Patsch
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Patent number: 5501710Abstract: 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: GrantFiled: October 14, 1994Date of Patent: March 26, 1996Assignee: Bayer AktiengesellschaftInventor: Klaus Wunderlich
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Patent number: 5484915Abstract: 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: GrantFiled: July 6, 1994Date of Patent: January 16, 1996Assignee: Zeneca LimitedInventors: Peter Gregory, Stephen J. Reynolds, Raymond L. White
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Patent number: 5484685Abstract: 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: GrantFiled: May 30, 1991Date of Patent: January 16, 1996Assignees: 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