Two Azo Groups In The Same Azo Moiety Attached Indirectly To Each Other By Nonionic Bonding Patents (Class 534/716)
  • Patent number: 7638610
    Abstract: A self-dispersible metal complex colorant is represented by formula 1, which has improved storage stability, may embody various colors and has improved fastness, such as light resistance, water resistance and the like: wherein each of A1 and A2 is independently a moiety which includes a substituted or unsubstituted C2-C30 alkenylene group having at least one double bond and is conjugated with an azo group; each of X1 and X2 is selected from the group consisting of a hydroxy group, a C1-C4 alkoxy group, a carboxyl group, and a substituted or unsubstituted amino group; M is a polyvalent transition metal; L is a neutral or anionic ligand; T is a mono- or poly-substituted hydrophilic functional group; n is an integer between 1 and 3; and J is a linker. The self-dispersible metal complex colorant may be used in various fields employing colors, such as fibers, foods, drugs, cosmetics, coatings, inks or ceramics.
    Type: Grant
    Filed: August 6, 2004
    Date of Patent: December 29, 2009
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Kyung-hoon Lee, Seung-min Ryu, Yeon-kyoung Jung
  • Patent number: 7364597
    Abstract: A metal complex colorant represented by formula 1 may embody various colors and has improved fastness, such as light resistance, water resistance and the like: wherein each of A1 and A2 is independently a moiety which includes a substituted or unsubstituted C2-C30 alkenylene group having at least one double bond and is conjugated with an azo group; each of X1 and X2 is selected from the group consisting of a hydroxy group, a C1-C4 alkoxy group, a carboxyl group, and a substituted or unsubstituted amino group; M is a polyvalent transition metal; L is a neutral or anionic ligand; n is an integer from 1 to 3; and J is a linker. The metal complex colorant may be used in various fields employing colors, such as fibers, foods, drugs, cosmetics, coatings, inks or ceramics.
    Type: Grant
    Filed: August 6, 2004
    Date of Patent: April 29, 2008
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Yeon-kyoung Jung, Seung-min Ryu, Kyung-hoon Lee
  • Patent number: 7220843
    Abstract: This invention relates to monoazo, disazo and trisazo colorants of the formula (I) where M represents two hydrogen atoms or one metal ion selected from the group consisting of Cu, Co, Ni, Mn, Zn and Al; A is the radical of a substituted naphthyl or pyrazolyl radical.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: May 22, 2007
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Dominique Pflieger, Hans Joachim Metz
  • Patent number: 7132516
    Abstract: This invention relates to coppered azo dyestuffs containing an alkyl-, aryl or alkoxyalkyl sulfamyl group on one moiety of the molecule and an alkyl-, aryl or alkoxyalkyl ammonium sulfonate or carboxylate group on the other moiety. The invention also relates to various intermediates, to compositions and to processes for preparing the metalized dyestuffs. The compounds are particularly suited for the application in laquers, ink-jet inks and electrographic toners.
    Type: Grant
    Filed: January 29, 2003
    Date of Patent: November 7, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Dominique Pflieger
  • Publication number: 20040020404
    Abstract: A process for printing an image on a substrate comprising applying thereto a composition comprising a liquid medium and a compound of Formula (1):
    Type: Application
    Filed: April 11, 2003
    Publication date: February 5, 2004
    Applicant: Avecia Limited
    Inventors: Ajay Haridas Popat, Alan Dickinson, Maria Soteri Hadjisoteriou, Neil James Thompson, Paul Wight, Peter Gregory, Roy Bradbury, Philip John Double, Thomas Paul
  • Patent number: 6673140
    Abstract: The present invention is drawn to ink-jet inks that can be used with cyan, magenta, and yellow ink set systems for improved image gamut and lightfastness while maintaining good chroma in the case of color ink and lightness in the case of black ink. More specifically, in an embodiment of the invention, ink sets can comprise specific ink-jet inks having low dye load dyes for use in six-ink systems, for example.
    Type: Grant
    Filed: March 11, 2002
    Date of Patent: January 6, 2004
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Paul Tyrell, Patricia A Wang, Charles G. Dupuy
  • Publication number: 20030172839
    Abstract: The present invention is drawn to ink-jet inks that can be used with cyan, magenta, and yellow ink set systems for improved image gamut and lightfastness while maintaining good chroma in the case of color ink and lightness in the case of black ink. More specifically, in an embodiment of the invention, ink sets can comprise specific ink-jet inks having low dye load dyes for use in six-ink systems, for example.
    Type: Application
    Filed: March 11, 2002
    Publication date: September 18, 2003
    Inventors: Paul Tyrell, Patricia A. Wang, Charles G. Dupuy
  • Publication number: 20030098447
    Abstract: A polyazo compound or salt thereof covering the region of from 500 to 580 nm and manifesting high initial polarization ability and represented by the following formulae (I) or (II): 1
    Type: Application
    Filed: July 5, 2002
    Publication date: May 29, 2003
    Inventors: Toru Ashida, Yoshiteru Ohta, Narutoshi Hayashi
  • Patent number: 5700296
    Abstract: An azo compound of the following formulae (I) or (II): ##STR1## wherein Q.sub.1 represents a phenyl group or a naphthyl group, Q.sub.2 represents a phenyl group; R represents hydroxy group; R.sub.1 and R.sub.2 each independently represent a hydrogen atom, a hydroxy group, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a halogen atom; R.sub.3 and R.sub.4 each independently represent a hydrogen atom, a hydroxy group, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a substituted amino group; and X represents --NH--, --NHCO-- or --N.dbd.N--; or a salt thereof;and a polarizing film containing the same.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: December 23, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuya Ogino, Kaneo Yokoyama, Narutoshi Hayashi, Takashi Omura, Setsuko Yamamoto
  • Patent number: 5698682
    Abstract: The present invention provides a polarizing film having high heat resistance and a high degree of polarization and excellent optical properties by dyeing a polymer film with a novel azo compound represented by the following formula (1) or (2): ##STR1##
    Type: Grant
    Filed: February 18, 1997
    Date of Patent: December 16, 1997
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yoriaki Matsuzaki, Ryu Oi, Rihoko Imai, Keisuke Takuma, Hisato Itoh
  • Patent number: 5310509
    Abstract: The present invention relates to a dye-containing light-polarizing film wherein a disazo dye represented by the formula (I) is used: ##STR1## wherein Me represents a transition metal, being copper, nickel, zinc or iron, R represents a 1-naphthol or 2-naphthol residue which is bonded to azo group at the position adjacent to its hydroxyl group forming a complex bond together with the transition metal and which may have a substituent such as a sulfonic acid, sulfonamide, amino, acylamino or arylamino group or a hydroxyl group not adjacent to the azo group, X and Y represent a hydrogen atom, a C.sub.1 -C.sub.4 alkyl, lower alkoxy, carboxylic acid, sulfonic acid, sulfonamide, sulfonalkylamide, amino, acrylamino or nitro group or a halogen atom, and Z represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl or lower alkoxy group, said formula (I) having from 1 to 3 sulfonic acid groups.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: May 10, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toyokazu Okada, Koji Higashi, Shinjiro Kawasaki, Yutaka Nishii
  • Patent number: 5233027
    Abstract: The new disazo dyestuffs of the formula (I) ##STR1## in which the substituents and indices have the meaning given in the description, and salts thereof are outstandingly suitable for dyeing cellulose-containing materials and leather in blue shades having good wet- and light-fastnesses.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: August 3, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Hinrichs, Klaus Kunde
  • Patent number: 5095100
    Abstract: Metal complex dyes comprising a metalizable azo compound represented by one of Formulas [I] through [IV]: ##STR1## In Formulas [I] through [IV], Ps represents a phosphono group in the form of a free acid or a salt; Sf represents a sulfo group in the form of a free acid or a salt; m is 0, 1 or 2. R.sup.1 represents a hydrogen atom or an amino group; X represents a hydroxyl group, an alkoxy group having a carbon number of 1 or 2 or a carboxyl group. Y represents a hydroxyl group, an alkoxy group having a carbon number of 1 or 2, a carboxyl group or a methyl group; R.sup.2 represents a hydrogen atom or a hydroxyl group; A represents a phenyl group or naphthyl group selected from the group comprising the following 1 through 4: ##STR2## In the above formulas 1 through 4, Sf has the same definition as above; n is 0, 1 or 2. R.sup.3 represents a hydroxyl group or a carboxyl group; R.sup.4 represents a hydroxyl group, a carboxyl group or an amino group; R.sup.5 and R.sup.
    Type: Grant
    Filed: June 12, 1990
    Date of Patent: March 10, 1992
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Takashi Ono, Tatsuya Yagyu, Katsumi Fukuda, Minako Terasaki
  • Patent number: 4988805
    Abstract: The dyestuffs of the general formulae ##STR1## and salts thereof whereinX denotes hydrogen, alkoxy or NHR.sub.3,R denotes hydrogen, alkyl or alkoxy,R.sub.1 denotes alkyl,R.sub.2 and R.sub.3 denote hydrogen, alkyl, alkylcarbonyl, alkylsulphonyl, aryl, arylcar=bonyl, arylsulphonyl, aralkyl, aralkylcarbonyl or aminocarbonyl andm and n denote 1 or 2, andwherein the substituents mentioned can, in turn, be substituted by nonionic radicals or carboxylic or sulphonic acid groups customary in dyestuffs chemistry, are used for dyeing cellulose-containing materials and leather.
    Type: Grant
    Filed: July 14, 1988
    Date of Patent: January 29, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Kunde
  • Patent number: 4977249
    Abstract: A metal complex compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 which may be the same or different, is a nitro group, a halogen atom, a phenylazo group (inclusive of a substituted phenylazo group) or a naphthylazo group (inclusive of a substituted naphthylazo group), each of n.sub.1 and n.sub.2 which may be the same or different, is an integer of from 1 to 3, each of R.sub.1 and R.sub.2 which may be the same or different, is an amino group, a monoalkylamino group, a dialkylamino group, an acetylamino group and a benzoylamino group (inclusive of a substituted benzoylamino group), M is a chromium atom, an iron atom, a cobalt atom, m is an integer of at least 2, and y.sup.m.sym. is a bivalent or higher polyvalent metal ion. The metal complexes are useful as near infrared absorbers.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: December 11, 1990
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Yuto Matsumoto, Hiroyoshi Yamaga, Noboru Akuzawa, Toshio Obara
  • Patent number: 4956457
    Abstract: The new azo compounds are represented by the following general formula I ##STR1## Wherein R and R.sup.1 are hydrogen, --COCR.sub.3.sup.4 --COCHR.sub.2.sup.4, --SO.sub.2 CH.sub.3, --CO.sub.2 C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 R.sup.4, --( CH.sub.2 CH.sub.2 R.sup.4).sub.2, --CH.sub.2 CH.sub.2 OH, --CONHCH.sub.2 CH.sub.2 R.sup.4 or --CH.sub.2 CH.sub.2 OCONH.sub.2 and R.sup.4 is Cl or a group of the formula ##STR2## --NHCO.sub.2 CH.sub.3 CH.sub.2 OH, --NHCO.sub.2 C.sub.2 H.sub.5, --NHOH, --NHCONHOH, or --NHCH.sub.3, whereby R.sup.1 and R.sup.2 are similar or dissimilar.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: September 11, 1990
    Inventor: Takeo Takayanagi
  • Patent number: 4863910
    Abstract: A complex of an azo compound of the formula ##STR1## wherein R and R' are selected from the group consisting of hydrogen, --COCR.sub.4.sup.3, --COCHR.sub.2.sup.4, --CO.sub.2 C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 R.sup.4, --(CH.sub.2 CH.sub.2 R.sup.4)2, --CH.sub.2 CH.sub.2 OH, --CONHCH.sub.2 CH.sub.2 R.sup.4 and --CH.sub.2 CH.sub.2 OCOHN.sub.2, R.sup.4 is selected from the group consisting of chlorine, ##STR2## --NHCO.sub.2 CH.sub.2 CH.sub.2 OH, --HNCO.sub.2 C.sub.2 H.sub.5, --NHOH, --NHCONHOH and --NHCH.sub.3 ; R.sup.1 and R.sup.2 are individually selected from the group consisting of ##STR3## --NHCH.sub.2 CH.sub.2 Cl, --NHCONHOH, --NHCO.sub.2 C.sub.2 H.sub.5, 6-mercapropurin, 5-fluoruracil and prenissolin, R.sup.3 is selected from the group consisting of hydrogen, --COCHR.sub.2.sup.4, --SO.sub.2 CH.sub.3, --COC.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 R.sub.4 and --CONH.sub.2, R.sup.
    Type: Grant
    Filed: May 20, 1986
    Date of Patent: September 5, 1989
    Inventor: Takeo Takayanagi
  • Patent number: 4853466
    Abstract: This invention relates to disazo dyes, and their metal complexes, which are useful for dyeing cellulosic fibers in lightfast and washfast hues. In addition, these dyes have high water solubility, a high degree of fixation, acceptable migration and high water solubility with reasonable cost.The disazo dyes have the structure: ##STR1## Wherein: R is selected from ##STR2## Wherein the azo bonds are ortho to the --OH or NH.sub.2 groups;R.sub.1 is H, lower alkyl, lower alkoxy, or --CO.sub.2 M;R.sub.2 is H, lower alkyl, lower alkoxy, Cl;R.sub.3 is lower alkylene;R.sub.4 is H, --lower alkyl;R.sub.5 is H, lower alkyl, --CO.sub.2 M;R.sub.6 is OH or --NH.sub.2 ;R.sub.7 is H, --CH.sub.2 SO.sub.3 M;M is H, Na, Li, K, Mg, Ca, NH.sub.4 ; ##STR3## and n is 0, 1, 2.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: August 1, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: James F. Feeman
  • Patent number: 4820309
    Abstract: Complexes of the formula ##STR1## wherein each R.sub.1 is independently (a) the radical of a coupling component of the active methylene non-cyclic or homocyclic series, (b) the radical of a coupling component of the heterocyclic series or (c) the radical of a coupling component of the monocyclic benzene series,with the proviso that at least one R.sub.1 is the radical of a coupling component of the active methylene non-cyclic or homocyclic series,each R.sub.2 is independently hydrogen, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5,each R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5, andeach M and M.sub.1 is independently hydrogen or a cation,wherein each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.2-3 hydroxyalkyl, andeach R.sub.5 is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-3 hydroxyalkyl, cyclohexyl, cyclohexyl substituted by methyl, phenyl or phenyl substituted by methyl, with the proviso that at least one of Ring A and R.sub.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: April 11, 1989
    Assignee: Sandoz Ltd.
    Inventor: Herbert Holliger
  • Patent number: 4594410
    Abstract: Azo dyes of the formula ##STR1## and external salts thereof, wherein F is the residue of a monoazo or disazo compound in 1:1 metal complex form or of a trisazo, disazoazoxy or tetrakisazo compound in metal-free or 1:1 metal complex form,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,whereinQ is linear or branched C.sub.2-6 alkylene or --NH--CO--CH.sub.2 --,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl monosubstituted by cyano or hydroxy in the 2-, 3-, 4-, 5- or 6-position; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) having, on the phenyl ring, 1, 2 or 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1, 2 or 3 C.sub.1-4 alkyl groups or --NR.sub.3 R.sub.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: June 10, 1986
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi