Triazines (including Hydrogenated) Patents (Class 540/126)
  • Publication number: 20150096131
    Abstract: Reactive dyes of formula (1) wherein Q1 and Q2 are each independently of the other hydrogen or unsubstituted or substituted C1-C4alkyl, A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, X is halogen, 3- or 4-carboxypyridin-1-yl, or 3- or 4-carbamoylpyridin-1-yl, Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, and q is the number 1 or 2, are suitable for dyeing and printing cellulosic or amide-group-containing fibre materials.
    Type: Application
    Filed: May 24, 2013
    Publication date: April 9, 2015
    Inventors: Georg Roentgen, Jean-Christophe Graciet, Rainer Hildebrand, Laszlo Fekete, Marie Schmidlin, Hubert Jean-Luc Christnacher
  • 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: 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
  • 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: 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: 8529685
    Abstract: A mixture of azaphthalocyanine compounds of Formula (1) and salts thereof: wherein: M is 2H, Cu or Ni; each P is independently CH or N; R1 is H or optionally substituted C1-4alkyl; R2 is H or optionally substituted C1-8alkyl; R3 is H or optionally substituted hydrocarbyl; and R4 is optionally substituted hydrocarbyl; or R3 and R4 together with the nitrogen atom to which they are attached represent an optionally substituted heterocyclic ring system; x is greater than 0 and less than 4; y is greater than 0 and less than 4; z is greater than 0 and less than 4; the sum of x+y+z is in the range of from 1 to 4 and provided that at least one P is N and that no more than two P groups in any one of the four component rings of the azaphthalocyanine nucleus are N. Also compositions, inks, printing processes, printed materials and ink-jet cartridges.
    Type: Grant
    Filed: August 12, 2009
    Date of Patent: September 10, 2013
    Assignee: Fujifilm Imaging Colorants Limited
    Inventor: Prakash Patel
  • Publication number: 20130129989
    Abstract: A process for preparing azaphthalocyanine or metallo-azaphthalocyanine dyes and salts thereof. Also novel compounds, inks, printing processes, printed materials and ink jet cartridges.
    Type: Application
    Filed: July 21, 2011
    Publication date: May 23, 2013
    Applicant: FUJIFILM IMAGING COLORANTS LIMITED
    Inventor: Prakash Patel
  • Patent number: 8404036
    Abstract: Coloring matters represented by general formula (1) or salts thereof are simply provided at a low cost as water-soluble coloring matters which exhibit absorption in the near-infrared region. Further, aqueous ink compositions which contain the coloring matters and have excellent storage stability are also provided. In general formula (1), Nc is optionally substituted naphthalocyanine; M is a metal oxide or the like; R1 and R2 are each independently hydrogen or the like; A is a crosslinking group; X and Y are each independently substituted arylamino or the like; k is more than 0 but up to 12 (on average); p is 0 to less than 12; the sum of k and p is more than 0 but up to 12; and any two or the three of R1, R2 and A may be united to form a ring.
    Type: Grant
    Filed: July 24, 2009
    Date of Patent: March 26, 2013
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Koji Hirota, Takafumi Fujii, Tatsuto Yui
  • 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
  • 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: 20110234687
    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: Application
    Filed: November 26, 2009
    Publication date: September 29, 2011
    Applicants: Fujifilm Imaging Colorants, Limited, FUJIFILM Corporation
    Inventors: Prakash Patel, Toshiki Fujiwara
  • Patent number: 7981204
    Abstract: The present invention relates to a porphyrazine coloring matter represented by the following formula (1) or a salt thereof: wherein, the rings A, B, C and D shown by broken lines each independently represent a 6-membered ring having aromaticity, at least 1.0 of said rings A to D is a benzene ring and at least 0.5 of them is a nitrogen-containing heteroaromatic ring, when shown as an average value; E represents an alkylene group; X and Y are each independently an anilino group having 1 to 3 carboxy groups; and b is 0 to 3.4, c is 0.1 to 3.5, and the sum of b and c is 1.0 to 3.5, when shown as an average value. The present invention can provide a porphyrazine coloring matter suitable for inkjet recording, which has characteristics of having a good hue as cyan ink, excellent fastnesses, in particular, extremely excellent water fastness when printed on plain paper, and high solubility in water or a water-soluble organic solvent.
    Type: Grant
    Filed: December 25, 2008
    Date of Patent: July 19, 2011
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Shinsuke Shimizu, Takashi Yoneda
  • Publication number: 20110168053
    Abstract: The invention is related to a weather-resistant dye and use thereof, which contains in molecules thereof not only chromophoric parent D, but also electron-accepting group Q which is linked with dye parent D through non-conjugated carbon link L to constitute D-L-Q dye molecule; the electron-accepting group Q has such a HOMO energy level that is lower than the HOMO energy level of the dye chromophoric parent D. The dye has sun-resistance and anti-ozone performances, which can be used as colorant in the ink, dope, lacquer, toner powder for laser printing, marker, paper, fabric, glass, porcelain or polymer.
    Type: Application
    Filed: May 13, 2009
    Publication date: July 14, 2011
    Inventors: Xiaojun Peng, Jianzhou Zhang, Jiangli Fan, Shiguo Sun, Rong Zhang
  • Publication number: 20110090278
    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: Application
    Filed: June 26, 2009
    Publication date: April 21, 2011
    Applicant: 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: 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
  • Publication number: 20090286048
    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: Application
    Filed: October 30, 2006
    Publication date: November 19, 2009
    Inventor: Prakash Patel
  • Patent number: 7591888
    Abstract: The present invention relates to a porphyrazine coloring matter represented by the following formula (1): (wherein, A, B, C and D independently represent a 6-membered ring having aromaticity, at least one or more of them are benzene rings and at least one or more of them contain nitrogen-containing heteroaromatic rings; E represents alkylene, X is a substituted anilino group and have at least one or more of sulfo group, carboxy group and phosphono group as a substituent, Y represents a hydroxy group or an amino group, b is respectively 0 to 2.9, c is 0.1 to 3, and the sum of b and c is 1 to 3) in free acid form, which is suitable for inkjet recording because it has good hue as a cyan ink, is excellent in light fastness, ozone fastness and moisture fastness, and does not cause bronzing phenomenon.
    Type: Grant
    Filed: February 8, 2007
    Date of Patent: September 22, 2009
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takafumi Fujii, Yoshiaki Kawaida
  • Patent number: 7585361
    Abstract: The present invention relates to a porphyrazine coloring matter represented by the following formula (1): (wherein, A, B, C and D independently represents a 6-membered ring having aromaticity, at least one or more is a benzene ring, at least one or more contains a nitrogen-containing heteroaromatic ring; in addition, E represents alkylene and each of X and Y independently represents a substituted or unsubstituted anilino group or a substituted or unsubstituted naphthylamino group; and b is 0 to 2.9, c is 0.1 to 3 and the sum of b and c is 1 to 3) which has a good hue as a cyan ink, is excellent in light fastness, ozone fastness and moisture fastness, and does not cause bronze phenomenon, as well as is thus suitable for inkjet recording.
    Type: Grant
    Filed: April 5, 2007
    Date of Patent: September 8, 2009
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Takashi Yoneda, Yoshiaki Kawaida, Hiroyuki Tsukui, Takafumi Fujii
  • Publication number: 20090202798
    Abstract: A mixture of dyes of Formula (1) and salts thereof: wherein: Pc represents a phthalocyanine nucleus of formula x is 1 to 2; y is 0.1 to 2.9; z is 0.1 to 1; the sum of (x+y+z) is 2 to 4; and the substituents, represented by x, y and z, are only attached to a ? position on the phthalocyanine ring and the dye s are free from fibre reactive groups. Also novel compositions and inkjet printer inks, processes and cartridges.
    Type: Application
    Filed: June 12, 2007
    Publication date: August 13, 2009
    Inventor: Prakash Patel
  • Publication number: 20090151599
    Abstract: The present invention relates to a porphyrazine coloring matter represented by the following formula (1): (wherein, A, B, C and D independently represents a 6-membered ring having aromaticity, at least one or more is a benzene ring, at least one or more contains a nitrogen-containing heteroaromatic ring; in addition, E represents alkylene and each of X and Y independently represents a substituted or unsubstituted anilino group or a substituted or unsubstituted naphthylamino group; and b is 0 to 2.9, c is 0.1 to 3 and the sum of b and c is 1 to 3) which has a good hue as a cyan ink, is excellent in light fastness, ozone fastness and moisture fastness, and does not cause bronze phenomenon, as well as is thus suitable for inkjet recording.
    Type: Application
    Filed: April 5, 2007
    Publication date: June 18, 2009
    Inventors: Takafumi Fujii, Takashi Yoneda, Yoshiaki Kawaida, Hiroyuki Tsukui
  • Publication number: 20090029120
    Abstract: The present invention relates to a porphyrazine coloring matter represented by the following formula (1): (wherein, A, B, C and D independently represent a 6-membered ring having aromaticity, at least one or more of them are benzene rings and at least one or more of them contain nitrogen-containing heteroaromatic rings; E represents alkylene, X is a substituted anilino group and have at least one or more of sulfo group, carboxy group and phosphono group as a substituent, Y represents a hydroxy group or an amino group, b is respectively 0 to 2.9, c is 0.1 to 3, and the sum of b and c is 1 to 3) in free acid form, which is suitable for inkjet recording because it has good hue as a cyan ink, is excellent in light fastness, ozone fastness and moisture fastness, and does not cause bronzing phenomenon.
    Type: Application
    Filed: February 8, 2007
    Publication date: January 29, 2009
    Inventors: Takafumi Fujii, Yoshiaki Kawaida
  • Patent number: 7439340
    Abstract: A reactive dyestuff containing an alkylthio-s-triazinyl reactive group of the following formula (I) is disclosed, wherein A, X, Y, Z, R, Q, and a are defined the same as the specification. It is suitable for exhaust dyeing, cold batch-up dyeing and continuous dyeing materials that contain hydroxyl group or nitrogen group fibers.
    Type: Grant
    Filed: February 15, 2007
    Date of Patent: October 21, 2008
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Hsien-Chung Shia, Duncan Adrian Sidney Phillips, John Anthony Taylor
  • 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
  • Patent number: 7141688
    Abstract: The present invention is directed to novel fluorinated dye stabilizers having both high quenching efficiency and solubility in halogenated solvents. These dye stabilizers have shown a significantly effect on improving the dye fastness in hostile photooxidation conditions.
    Type: Grant
    Filed: October 14, 2003
    Date of Patent: November 28, 2006
    Assignee: SiPix Imaging, Inc.
    Inventors: Kai-Chia Feng, Ying-Syi Li, Jin Yang, HongMei Zang, Haiyan Gu, Sundaravel P. Ananthavel, Rong-Chang Liang
  • Patent number: 6953845
    Abstract: Reactive dyes of formula wherein A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, R1, R2 and R3 are each hydrogen or unsubstituted or substituted C1-C4alkyl, X1 and X2 are halogen, B is an organic bridging member, T is a reactive radical as defined herein and V1 and V2 are each independently of the other N, C—H, C—Cl or C—F, give prints that are distinguished by brilliant color shades and good all-round properties.
    Type: Grant
    Filed: July 14, 2003
    Date of Patent: October 11, 2005
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
  • 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
  • Publication number: 20040030125
    Abstract: This invention relates to stable colorants of high extinction coefficient and high solubility or dispersibility for an electrophoretic, magnetophoretic or electromagnetophoretic display. More particularly, it relates to stable colorants for a microcup-based electrophoretic or electromagnetophoretic display the cells of which are filled with charged and/or magnetic particles dispersed in a halogenated, preferably a fluorinated, solvent. The use of the stable colorants allows the display to be of superior contrast ratio and longevity, and suitable for high-quality imagery applications.
    Type: Application
    Filed: May 15, 2003
    Publication date: February 12, 2004
    Inventors: Ying-Syi Li, Jin Yang, Rong-Chang Liang
  • Publication number: 20030060608
    Abstract: Disclosed are compositions for printing recording materials, especially textile fibre materials, paper and papery substrates and plastic films and plastic transparencies by the inkjet printing process, including
    Type: Application
    Filed: September 20, 2002
    Publication date: March 27, 2003
    Inventors: Ludwig Hasemann, Reinhard Pedrazzi, Josef Geisenberger, Josef Ritter, Hans-Tobias Macholdt, Andreas Wuzik
  • Patent number: 6444794
    Abstract: Disclosed are water-soluble dyes, such as azo dyes, metal complex dyes, anthraquinone, phthalocyanine and formazan dyes which, optionally via a bridge member, possess a fiber-reactive group of the vinyl sulfone series and further contain a 4-cyanamido-1,3,5-triazin-6-ylamino radical which is 2-substituted by a group of the general formula (2) where Rz is hydrogen, lower alkyl optionally substituted by alkyl, hydroxyl, cyano, lower alkoxy, carboxyl, sulfamoyl, sulfo or sulfato or an optionally substituted phenyl radical, or is a cyclohexyl radical or an optionally substituted phenyl radical, W is an alkyl radical which is substituted by a reactive group and may be interrupted by a hetero atom, A is zero or 1 and B is 1 or 2, subject to the proviso that the sum of (A+B) is 2.
    Type: Grant
    Filed: May 22, 2000
    Date of Patent: September 3, 2002
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Jörg Dannheim, Stefan Ehrenberg
  • Patent number: 6399751
    Abstract: This application relates to reactive dyes having at least one halobenzene nucleus linked to a chromophoric group via an amino linkage and additionally containing a second reactive group.
    Type: Grant
    Filed: July 24, 2000
    Date of Patent: June 4, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Warren James Ebenezer, David Greenwood, Michael Gordon Hutchings, Michael Alan Rabjohns, Andrea Maria Zamponi
  • Patent number: 6398822
    Abstract: Packaged hair coloring composition comprising a stable aqueous hair coloring composition comprising a compound of formula (I): wherein the variables are each as defined in the claims. The packaged hair coloring compositions of the present invention provide improved wash fastness of dye on hair, less color fade over time, improved consumer acceptance in terms of providing a single packaged hair dye composition and improved product stability.
    Type: Grant
    Filed: December 18, 2000
    Date of Patent: June 4, 2002
    Assignee: The Proctor & Gamble Company
    Inventors: Earl David Brock, Heather Holden Harper, Taher Iqbal Yousaf
  • Publication number: 20020032318
    Abstract: A method of printing cellulosic fiber materials in which the fiber material is brought into contact with reactive dyes of formula 1
    Type: Application
    Filed: July 5, 2001
    Publication date: March 14, 2002
    Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
  • Patent number: 6159250
    Abstract: Doubled reactive dyes of the general formula I ##STR1## where Chr is a chromophore residue with or without further fiber-reactive groups and derived from a metallized or unmetallized mono- or disazo dye, from a triphendioxazine, from an anthraquinone, from a metallized formazan or from a metallized phthalocyanine,Z.sup.1, Z.sup.2 and Z.sup.3 are each independently of the others hydrogen or substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl,Hal is fluorine or chlorineL.sup.1 and L.sup.2 are each independently of the other C.sub.2 -C.sub.6 -alkylene with or without interruption by 1 or 2 unadjacent oxygen atoms, andA is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted C.sub.2 -C.sub.3 -alkenyl, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, substituted or unsubstituted phenoxy or C.sub.1 -C.sub.6 -alkylamino,and their mixtures are prepared and useful for dyeing or printing hydroxyl-containing or nitrogenous substances.
    Type: Grant
    Filed: December 22, 1999
    Date of Patent: December 12, 2000
    Assignee: BASF Aktiengesellschaft
    Inventor: Manfred Patsch
  • Patent number: 6025478
    Abstract: Reactive dyestuff of the formula ##STR1## wherein D is a radical of a monaozo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone or nitroaryl organic dyestuff,a process for their preparation and their use for dyeing fiber materials containing OH groups and NH groups have been found.
    Type: Grant
    Filed: February 27, 1998
    Date of Patent: February 15, 2000
    Assignee: Bayer AG
    Inventors: Klaus Kunde, Karl-Josef Herd
  • 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: 5931975
    Abstract: Dyes of the formula ##STR1## in which A.sub.1 and A.sub.2 independently of one another are the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,Y.sub.1 and Y.sub.2 independently of one another are halogen, carboxypyridinium, substituted or unsubstituted amino or a heterocyclic radical bonded via a nitrogen atom andn is a number from 1 to 7,are particularly suitable for dyeing or printing fiber materials containing hydroxyl groups or nitrogen. Dyeings with good fastness properties are obtained with a high dyeing yield.
    Type: Grant
    Filed: October 16, 1997
    Date of Patent: August 3, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Bernhard Muller, Patric Nowack
  • Patent number: 5925745
    Abstract: A fiber-reactive dye corresponding to formula (1) ##STR1## in which: Fb is the radical of an azo dye, of a heavy metal complex azo dye, of a formazan dye, of a triphenodioxazine dye or of a phthalocyanine dye;U.sup.(+) is a permanent quaternary ammonium group;A.sup.(-) is a colorless anion, andR.sup.x, R.sub.4, G, Q and n are as defined in the specification, with the proviso that the dye contains at least one group of the vinylsulfone series, such as a group of the formula --SO.sub.2 Y, wherein Y is as defined in the specification, these dyes being capable of dyeing hydroxy- and/or carboxamido-containing fibres, such as cellulosic fibre and wool.
    Type: Grant
    Filed: May 11, 1998
    Date of Patent: July 20, 1999
    Assignee: Dystar, L.P.
    Inventors: Thomas S. Phillips, Ralph Svenningsen, Ronald P. Pedemonte
  • 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: 5834601
    Abstract: Dyes of the formula (1) indicated and defined below, containing at least one sulfo group, which can be used for dyeing hydroxy and/or carboxamido-containing material, especially fiber material, for example cellulosic fiber materials, wool and synthetic polyamide. ##STR1## in which F is the radical of a dye molecule, n is the number 1 or 2, R.sup.A is hydrogen or substituted or unsubstituted lower alkyl, R.sup.B is hydrogen, unsubstituted or substituted lower alkyl or unsubstituted or substituted phenyl, X is halogen, R is hydrogen, lower alkyl, lower alkoxy halogen or sulfo, and G at the benzene ring forms the radical of a heterocycle which includes at least one carbonylamido group whose N atom can be substituted.
    Type: Grant
    Filed: October 17, 1997
    Date of Patent: November 10, 1998
    Assignee: Dystar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Stefan Ehrenberg, Christian Schumacher
  • 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: 5646274
    Abstract: A phthalocyanine monoazo compound which is represented by the following formula (I): ##STR1## wherein the variable radicals have the meaning given in the description, and the phthalocyanine monoazo compound has green color.
    Type: Grant
    Filed: October 30, 1995
    Date of Patent: July 8, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshiyuki Araki, Takemi Tokieda, Shin-ichi Yabushita, Yasuyoshi Ueda, Bunzi Tsukise
  • Patent number: 5591834
    Abstract: Reactive dyestuffs of the formula ##STR1## in which Z is a cyano-free pyrimidine reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: January 7, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Karl-Josef Herd
  • Patent number: 5453501
    Abstract: Phthalocyanine reactive dyestuffs which, in the form of the free acid, have the formula (1) ##STR1## in which the variable radicals have the meaning given in the description, are prepared by condensation of the corresponding amines with cyanuric fluoride or cyanuric chloride in any desired order.The reactive dyestuffs according to the invention exhibit good wet and light fastness properties and are used for the dyeing and printing of cotton.
    Type: Grant
    Filed: April 4, 1994
    Date of Patent: September 26, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 5451665
    Abstract: The invention relates to dye mixtures which contain dyes of the formulae ##STR1## and to dyes of the formula ##STR2## in which A.sub.1, A.sub.2, A.sub.3, B, B.sub.1, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Z.sub.1, Z,.sub.2, X.sub.1, X.sub.2 and X.sub.3 are as defined in claim 1.The dyes and dye mixtures are distinguished by generally good properties and produce dyeings and prints having good wet and light fastness properties.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: September 19, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5451666
    Abstract: A water-soluble dye having a reactive group of the Formula (1): ##STR1## wherein: R.sup.1 is H or optionally substituted alkyl;R.sup.2 is H or C.sub.1-4 -alkyl;L is a divalent organic spacer group; andV is vinyl or a group convertible to vinyl on treatment with aqueous alkali.The reactive dyes of the present invention are useful for coloring natural and artificial textile materials containing amino or hydroxyl groups.
    Type: Grant
    Filed: June 9, 1993
    Date of Patent: September 19, 1995
    Assignee: Zeneca Limited
    Inventor: Kenneth Anderton
  • Patent number: 5420256
    Abstract: Reactive dyestuffs have the following formula ##STR1## in which D is the radical of an organic dyestuffB is a direct bond or a bridging member on a ring C atom of an aromatic-carbocyclic or on a ring C atom or N atom of an aromatic-heterocyclic ring in D,R.sub.a, R.sub.b, identical or different, are H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by OH, CN, CO.sub.2 H, OSO.sub.3 H or SO.sub.3 H,U is Cl, F or a pyridinium radical which is unsubstituted or substituted by CO.sub.2 H, CONH.sub.2, SO.sub.3 H or C.sub.1 -C.sub.4 -alkyl,W is straight-chain or branched C.sub.1 -C.sub.6 -alkylene,Y is CH.dbd.CH.sub.2 or CH.sub.2 --CH.sub.2 --X, in whichX is a radical which can be eliminated by alkali,V is H, halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -alkyl, CN, COOH, CONH.sub.2, SO.sub.3 H.
    Type: Grant
    Filed: January 27, 1993
    Date of Patent: May 30, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
  • Patent number: 5420257
    Abstract: A reactive dye comprising a 1,3,5-s-triazine group having a chromophoric group at two of the 2-, 4- and 6-positions and a substituent at the remaining 2-, 4- or 6-position selected from H, optionally substituted alkyl, optionally substituted phenyl, --CH(CO.sub.2 R.sup.1).sub.2, --NR.sup.1 SO.sub.2 R.sup.2, and --SO.sub.2 R.sup.2, wherein each R.sup.1 is H or alkyl and R.sup.2 is alkyl. The reactive dyes may be used for the coloration of textile materials.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: May 30, 1995
    Assignee: Zeneca Limited
    Inventors: Kenneth Anderton, Andrew P. Shawcross