Carbocyclic Ring Attached Indirectly To The Azo Group By Nonionic Bonding Patents (Class 534/794)
  • Publication number: 20140371435
    Abstract: This application relates to laundry care compositions comprising thiophene azo carboxylate fabric shading dyes and methods of treating a textile comprising such laundry care compositions.
    Type: Application
    Filed: September 14, 2012
    Publication date: December 18, 2014
    Inventors: Eduardo Torres, Gregory S. Miracle, John D. Bruhnke
  • Publication number: 20140309196
    Abstract: Disclosed are piperazine derivatives having the general formula: (I) Also disclosed are methods of treating a subject having cancer with this compound or a pharmaceutical composition comprising the compound.
    Type: Application
    Filed: August 10, 2012
    Publication date: October 16, 2014
    Applicant: St. Mary's University
    Inventor: Keith Vaughan
  • Publication number: 20140289970
    Abstract: The present specification provides for an agent for coloring keratinic fibers. The agent includes, a cosmetic carrier, a compound of formula (I), R1 and R2 independently of one another denote hydrogen, a C1-C6 alkyl group, a C2-C6 alkenyl group, a hydroxyl group, a halogen, a C1-C6 alkoxy group, an amino group, a nitro group, an acetyl amino group, or a sulfonamide group; or when in ortho-position to one another, form a 5- or 6-membered, saturated or unsaturated ring, which optionally include further heteroatoms.
    Type: Application
    Filed: May 6, 2014
    Publication date: October 2, 2014
    Applicant: Henkel AG & Co. KGaA
    Inventors: Wibke Gross, Ralph Nemitz, Melanie Moch, Astrid Kroos, Antje Gebert
  • Publication number: 20130245242
    Abstract: This application relates to laundry care compositions comprising thiophene azo carboxylate fabric shading dyes and methods of treating a textile comprising such laundry care compositions.
    Type: Application
    Filed: September 14, 2012
    Publication date: September 19, 2013
    Inventors: Eduardo Torres, Gregory S. Miracle, John D. Bruhnke
  • Patent number: 8357673
    Abstract: A series of mono- and binuclear 4-arylazo-3,5-diamino-pyrazoles which are useful for inhibition of cyclin-dependent kinases (preferably CDK9). Hence they can be used as antimitotic-, pro-apoptotic and antiinflammatory drugs, in particular, in chemotherapy of cancer and asthma, therapy of psoriasis and parasitoses as those caused by fungi or protists, treatment of Alzheimer's disease or as antineurodegenerative drugs, or to suppress immunostimulation. These compounds are useful in a variety of utilities, including as intermediates in the preparation of flame-retardants, diagnostic reagents and therapeutics, including antivirals and immunosuppressors.
    Type: Grant
    Filed: September 1, 2005
    Date of Patent: January 22, 2013
    Assignee: Univerzita Palackeho V Olomouci
    Inventors: Petr Cankar, Iveta Frysova, Vladimir Krystof, Rene Lenobel, Jan Slouka, Miroslav Strnad, Peter Martin Fischer
  • Publication number: 20120309945
    Abstract: This application relates to thiophene azo carboxylate dyes for use as hueing agents, laundry care compositions comprising such dyes that may serve as hueing agents, processes for making such dyes and laundry care compositions and methods of using the same. The aforementioned dyes contain a formally charged moiety and are generally comprised of at least two components: at least one chromophore component and at least one polymeric component. Suitable chromophore components generally fluoresce blue, red, violet, or purple color when exposed to ultraviolet light, or they may absorb light to reflect these same shades. Such dyes are advantageous in providing a hueing effect, for example, a whitening effect to fabrics, while not building up over time and causing undesirable blue discoloration to the treated fabrics. Such dyes are also generally stable to bleaching agents used in laundry care compositions.
    Type: Application
    Filed: May 24, 2012
    Publication date: December 6, 2012
    Inventors: Eduardo Torres, John D. Bruhnke, Sanjeev K. Dey, Gregory S. Miracle
  • Publication number: 20110286964
    Abstract: The present invention provides compounds of Formula (I): (Chemical formula should be inserted here as it appears on abstract in paper form) (I) and tautomers, isomers, and esters of said compounds, and pharmaceutically acceptable salts, solvates, and prodrugs of said compounds, wherein each of R, R1, X, Y, Z, R2, R3, R4, R5, R6, R7, R8, R9, R18, R19, and n is selected independently and as defined herein. Compositions comprising such compounds are also provided. The compounds of the invention are effective as inhibitors of HCV, and are useful, alone and together with other therapeutic agents, in treating or preventing dieases or disorders such as viral infections and virus-related disorders.
    Type: Application
    Filed: August 19, 2009
    Publication date: November 24, 2011
    Inventors: Cecil D. Kwong, F. George Njoroge, Subramaniam Ananthan, Feng Geng, Hollis S. Kezar, III, Joseph A. Maddry, John J. Piwinski, Robert C. Reynolds, John A. Secrist, III, Neng-Yang Shih
  • Publication number: 20110247150
    Abstract: The invention provides for a dye of the formula (I) where D is the residue of a diazo component; R1 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy, hydroxyl, halogen, —NHCHO, —NHCO(C1-C6)-alkyl or —NHSO2(C1-C6)-alkyl; R2 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy or halogen; R3 is hydrogen, (C1-C6)-alkyl, substituted (C1-C6)-alkyl, (C3-C4)-alkenyl or substituted (C3-C4)-alkenyl or R2 and R3 combine to form the radical —C*H(CH3)CH2C(CH3)2—, where the carbon atom marked * is attached to the phenyl nucleus; R4 is hydrogen or (C1-C6)-alkyl; R5 is hydrogen or (C1-C6)-alkyl; R6 is hydrogen or (C1-C6)-alkyl; X is phenyl, thiophenyl, sulfonylphenyl or phenoxy; n is 0 , 1, or 2; and m is 0 or 1. The invention is also related to the process of using the dye and the process of preparing the dye.
    Type: Application
    Filed: August 1, 2008
    Publication date: October 13, 2011
    Applicant: DYSTAR COLOURS DEUTSCHLANDS GMBH
    Inventor: Stefan Neubauer
  • Patent number: 7875706
    Abstract: Disperse dyes of the general formula (I) where D is a diazo component derived from a substituted or unsubstituted aromatic amine, K is an aromatic radical of the formula and the substituents are each as defined in the first claim. Further described are the preparation and the use of the dyes according to the invention.
    Type: Grant
    Filed: December 2, 2004
    Date of Patent: January 25, 2011
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Robert Egli
  • Patent number: 7405280
    Abstract: The invention relates to chromogenic compounds and the use thereof for the determination of enzymes of the family of carboxypeptidases N and carboxypeptidases U. The above is more specifically a compound of formula (I) in which A=(1), (2), (3), (4) or (5), R1, R2=H, —CH3, —CH(CH3)2, —OCH3, —Cl,—CF3,—OCF3,—SCH3, R3=an amino acid group which may be hydrolysed by a carboxypeptidase A and R4=a basic amino acid group.
    Type: Grant
    Filed: January 5, 2004
    Date of Patent: July 29, 2008
    Assignee: Diagnostica Stago
    Inventor: Gérard Quentin
  • Patent number: 7105503
    Abstract: Pharmaceutical compositions and compounds are provided. The compounds of the invention demonstrate anti-proliferative activity, and may promote apoptosis in cells lacking normal regulation of cell cycle and death. In one embodiment of the invention, pharmaceutical compositions of the compounds in combination with a physiologically acceptable carrier are provided. The pharmaceutical compositions are useful in the treatment of hyperproliferative disorders, which disorders include tumor growth, lymphoproliferative diseases, angiogenesis. The compounds of the invention are substituted pyrazoles and pyrazolines.
    Type: Grant
    Filed: February 15, 2002
    Date of Patent: September 12, 2006
    Assignee: QLT Inc.
    Inventors: Zaihui Zhang, Timothy S. Daynard, Serguei V. Sviridov, Mikhail A. Chafeev, Shisen Wang
  • Patent number: 6989439
    Abstract: A color-developing agent of the formula (1-1): wherein X represents a hydrogen atom or a substituent, and Z represents a carbamoyl, acyl, alkoxycarbonyl, or aryloxycarbonyl group. An azo dye of the formula (2-1): wherein R1 represents a hydrogen atom or a substituent, and A represents a group of atoms necessary to form the azo dye by the compound of formula (2-1). A silver halide photographic light-sensitive material containing any of the color-developing agent and the azo dye in at least one photographic constitutional layer.
    Type: Grant
    Filed: February 6, 2003
    Date of Patent: January 24, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Osamu Uchida, Yasuhiro Ishiwata, Takayuki Ito, Nobutaka Fukagawa
  • Patent number: 6200371
    Abstract: An ink comprising water, a water-dissipatable polymer and a dye of the Formula (1): wherein: R1 is optionally substituted alkyl or optionally substituted aryl; R2 is H, optionally substituted alkyl or optionally substituted aryl; R5 is H or optionally substituted alkyl; and R3 and R4 are each independently optionally substituted alkyl or optionally substituted aryl, or R3 and R4 together with the CH group to which they are attached from an optionally substituted 5- or 6- membered ring. Also claimed are dyes and ink jet printing processes.
    Type: Grant
    Filed: March 30, 1999
    Date of Patent: March 13, 2001
    Assignee: Zeneca Limited
    Inventors: Barry Huston Meyrick, Mark Holbrook, Roy Bradbury
  • Patent number: 6187084
    Abstract: An ink comprising water, a water-dissipatable polymer and one or more dyes of Formula (1): wherein: R1 is H or a substituent; R2 and R3 are each independently optionally substituted alkyl, aryl or aralkyl, or R2 and R3 together with the carbon atom to which they are attached form an optionally substituted ring; R4 is H or optionally substituted alkyl, aryl or aralkyl; and D is an optionally substituted arylene group. Also claimed are the dyes of Formula (1), ink jet printing processes and cartridges containing the inks.
    Type: Grant
    Filed: March 29, 1999
    Date of Patent: February 13, 2001
    Assignee: Zeneca Ltd.
    Inventors: Roy Bradbury, Clive Moscrop, Barry Huston Meyrick, Mark Holbrook
  • Patent number: 5777089
    Abstract: Phenol derivatives of the general formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, X, Y and Z have the meanings stated in the description, are used in particular in nonlinear optics.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: July 7, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Beckmann, Karl-Heinz Etzbach, Rudiger Sens
  • Patent number: 5750661
    Abstract: Dyes of the formula ##STR1## where the ring A may be benzofused and R.sup.1 -R.sup.6 have the meaning defined in the specification, with the proviso that at least one quaternizable or quaternary group is present in the molecule; use of said dyes for dyeing or printing polymeric material, and novel amides of J-acid.
    Type: Grant
    Filed: August 30, 1996
    Date of Patent: May 12, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrike Schloesser, Udo Mayer
  • Patent number: 5693766
    Abstract: A thermal transfer sheet comprising a substrate having a coating comprising a dye of Formula (1): ##STR1## wherein: Y is --H, alkyl, alkoxy, --NHCOalkyl, NHCOaryl, --NHSO.sub.2 alkyl or --NHSO.sub.2 aryl;Ring A is unsubstituted apart from the --N.dbd.N--, --Y and --N< groups or may be substituted by from 1 to 3 substituent groups;R.sup.1 and R.sup.2 each independently is alkyl;R.sup.3 is --H, alkyl, aryl, --SO.sub.2 alkyl, --Salkyl, --Saryl, halogen, pyridyl or R.sup.6 O(CH.sub.2).sub.n -- in which R.sup.6 is alkyl, acyl, aryl and n is from 1 to 10;R.sup.4 is --CN, --NO.sub.2, --SCN or --COOalkyl; andR.sup.5 is a group of Formula (2): ##STR2## in which: Z is --H, alkyl, alkoxy, --NHCOalkyl, --NHCOaryl, --NHSO.sub.2 alkyl or --NHSO.sub.2 aryl;Ring B is unsubstituted apart from the --N.dbd.N--, --Z and --N< groups or may be substituted by from 1 to 3 substituent groups;R.sup.7 and R.sup.8 each independently is --H or alkyl;R.sup.9 independently is any of the groups defined for R.sup.4 ;R.sup.
    Type: Grant
    Filed: December 18, 1995
    Date of Patent: December 2, 1997
    Assignee: Zeneca Limited
    Inventor: Roy Bradbury
  • Patent number: 5637678
    Abstract: The invention provides a process for the production of azodyes and their derivatives by diazotization and coupling reactions and optionally further modification reactions, wherein a compound of formula ##STR1## in which E signifies an aromatic bivalent radical,X.sub.1 signifies hydroxy or a primary amino group,Y.sub.1 signifies hydroxy or a primary amino group and in which the aminogroup linked to the --SO.sub.2 -bound phenyl radical may optionally be acylated,or a mixture of compounds of formula (I), is employed as a coupling component or/and--in the non-acylated form--as a diazo component,the invention in particular relates also to the novel dyes and their use and to the novel intermediates.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: June 10, 1997
    Assignee: Sandoz Ltd.
    Inventors: Jordi Berenguer Barra, Jose Rocas Sorolla
  • Patent number: 5608042
    Abstract: A monoazo dye of the following formula (I): ##STR1## wherein R is phenyl, phenoxy or benzyl, and D is a group of the formula (D1), (D2), (D3) or (D4): ##STR2## wherein each of X.sup.1, X.sup.2 and X.sup.3, which are independent of one another, is hydrogen or chlorine, X.sup.4 is hydrogen, chlorine, methyl or --NHCOR.sup.1, wherein R.sup.1 is C.sub.1-4 alkyl or phenyl; ##STR3## wherein X.sup.4 is as defined above, Y.sup.1 is hydrogen, chlorine or C.sub.1-4 alkoxy; ##STR4## wherein X.sup.5 is hydrogen, halogen, methyl or --NHZ, wherein Z is C.sub.1-4 alkylsurfonyl, C.sub.1-4 alkylcarbonyl, phenylsulfonyl, phenylcarbonyl, C.sub.1-2 alkoxy C.sub.1-2 alkylcarbonyl or aminocarbonyl, Y.sup.2 is hydrogen, methyl or C.sub.1-2 alkoxy, and Q.sup.1 is cyano or C.sub.1-4 alkylcarbonyl; ##STR5## wherein P is formyl, nitro or cyano, Q.sup.2 is cyano or nitro, T is halogen, methyl, phenyl or methylsulfonyl, X.sup.5 is as defined above, and Y.sup.3 is hydrogen or C.sub.1-2 alkoxy.
    Type: Grant
    Filed: January 31, 1996
    Date of Patent: March 4, 1997
    Assignee: Dystar Japan Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Ryouichi Sekioka
  • Patent number: 5527888
    Abstract: A monoazo dye of the following formula (I): ##STR1## wherein R is phenyl, phenoxy or benzyl, and D is a group of the formula (D1), (D2), (D3) or (D4): ##STR2## wherein each of X.sup.1, X.sup.2 and X.sup.3, which are independent of one another, is hydrogen or chlorine, X.sup.4 is hydrogen, chlorine, methyl or --NHCOR.sup.1, wherein R.sup.1 is C.sub.1-4 alkyl or phenyl; ##STR3## wherein X.sup.4 is as defined above, Y.sup.1 is hydrogen, chlorine or C.sub.1-4 alkoxy; ##STR4## wherein X.sup.5 is hydrogen, halogen, methyl or --NHZ, wherein Z is C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkylcarbonyl, phenylsulfonyl, phenylcarbonyl, C.sub.1-2 alkoxy C.sub.1-2 alkylcarbonyl or aminocarbonyl, Y.sup.2 is hydrogen, methyl or C.sub.1-2 alkoxy, and Q.sup.1 is cyano or C.sub.1-4 alkylcarbonyl; ##STR5## wherein P is formyl, nitro or cyano, Q.sup.2 is cyano or nitro, T is halogen, methyl, phenyl or methylsulfonyl, X.sup.5 is as defined above, and Y.sup.3 is hydrogen or C.sub.1-2 alkoxy.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: June 18, 1996
    Assignee: Dystar Japan Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Ryouichi Sekioka
  • Patent number: 5502172
    Abstract: New pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxy-carbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: April 6, 1995
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • Patent number: 5446136
    Abstract: Pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxycarbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: August 29, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • Patent number: 5420254
    Abstract: A compound of the formula I ##STR1## in which D is a diazo component,K is an aromatic group of formula a, b or c, ##STR2## Y is C.sub.2-3 alkylene and the remaining symbols are as defined in the specification. These compounds are useful for dyeing or printing textile substrates based on synthetic or semisynthetic, hydrophobic, high molecular weight organic materials. Preferably, the textile substrate is made from a linear aromatic polyester, cellulose 21/2 acetate or cellulose tri-acetate. The dyeings and prints obtained show good all round fastness properties such as good thermomigration properties, lightfastness, thermofixation, blistering properties as well as good wet fastness properties, especially after thermal fixation.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: May 30, 1995
    Assignee: Sandoz Ltd.
    Inventors: Ruedi Altermatt, Robert Egli, Beat Henzi
  • Patent number: 5340930
    Abstract: A monoazodye of the following formula (I): ##STR1## wherein R.sup.1 is hydrogen, methyl or chlorine, R.sup.2 is hydrogen or methyl, R.sup.3 is C.sub.1 -C.sub.5 alkyl, R.sup.4 is phenyl, benzyl, phenoxy, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkyl or benzyloxy, provided that when R.sup.4 is alkyl, the total number of carbon atoms of R.sup.3 and R.sup.4 is at least 4.The monoazo dye of the present invention can be used to dye fibers such as polyester fibers, blended yarn products or combined filament yarn products such as polyester fibers with natural fibers.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: August 23, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Ryouichi Sekioka
  • Patent number: 5324826
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-18 alkyl, substituted C.sub.1-18 alkyl, phenyl, substituted phenyl, C.sub.3-6 alkenyl, substituted C.sub.3-6 alkenyl, C.sub.3-6 alkynyl or substituted C.sub.3-6 alkynyl,R.sub.2 is an electron withdrawing substituent; andK is the residue of a coupling component that is free of any water solubilizing groups.The compounds are disperse dyes which can be used to dye, print or pad fully synthetic or semi-synthetic hydrophobic high molecular weight organic material.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: June 28, 1994
    Assignee: Sandoz Ltd.
    Inventor: Peter Matzinger
  • Patent number: 5298610
    Abstract: Thiazoleazo dyes useful for dyeing or printing textile fibers have the formula ##STR1## where R.sup.1 is hydrogen, substituted or unsubstituted C.sub.1 -.sub.6 -alkyl, halogen, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, substituted or unsubstituted C.sub.1 -C.sub.6 alkythio, substituted or unsubstituted phenylthio, C.sub.1 -C.sub.6 -alkylsulfonyl, substituted or unsubstituted phenylsulfonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl,R.sup.2 is cyano, C.sub.1 -C.sub.4 -alkanoyl, benzoyl, C.sub.1 -C.sub.6 alkylsulfonyl, substituted or unsubstituted phenylsulfonyl or a radical of the formula --CH.dbd.T, where T is the radical of an acidic CH compound,R.sup.3 is hydrogen, substituted or unsubstituted C.sub.1 -.sub.6 -alkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or mono- or di-C.sub.1 -C.sub.4 -alkylcarbamoyl,R.sup.4 is C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, substituted or unsubstituted C.sub.1 -C.sub.
    Type: Grant
    Filed: June 4, 1992
    Date of Patent: March 29, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Erwin Hahn, Matthias Wiesenfeldt, Helmut Reichelt, Sabine Gruettner-Merten
  • Patent number: 5283326
    Abstract: The compounds of the general formula ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: May 13, 1992
    Date of Patent: February 1, 1994
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 5270456
    Abstract: Thiopheneazo dye I which are chiefly useful as disperse dyes for dyeing textile material, in particular polyesters, have the formula ##STR1## where the substituents are as defined in the description.
    Type: Grant
    Filed: July 10, 1991
    Date of Patent: December 14, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Erwin Hahn, Guenter Hansen, Karl-Heinz Etzbach, Helmut Reichelt, Ernst Schefczik, Sabine Greuttner, Helmut Degen
  • Patent number: 5233028
    Abstract: (1) Dicyanoimidazole compound derivative represented by the formula [I] ##STR1## [R.sup.1, R.sup.2 : alkyl group, alkoxyalkyl group, hydroxyalkyl group, .beta.-cyanoethyl group, .beta.-chloroethyl group, aralkyl group, aryl group; X: hydrogen atom, lower alkoxy group, methyl group, halogen atom; Y: hydrogen atom, methyl group, methoxy group, formylamino group, alkylcarbonylamino group, alkylsulfonylamino group, alkoxycarbonylamino group; --Q--: --(CR.sub.2).sub.n --[n: integer of 1 to 12, R: hydrogen atom, alkyl group], ##STR2## --CH.dbd.CH--, --CH.sub.2 CH.dbd.CHCH.sub.2 --, --CH.sub.2 --CH.dbd.CH--]. (2) Magenta toner for color electrophotography containing at least one kind of the dicyanoimidazole compound derivative represented by the formula [I] as a coloring agent.(3) Colored resin and resin color filter containing at least one kind of the dicyanoimidazole compound derivative represented by the formula [I] in solution.
    Type: Grant
    Filed: February 1, 1991
    Date of Patent: August 3, 1993
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Masahiro Ohtsuka, Tohru Tamura
  • Patent number: 5145952
    Abstract: Thiopheneazo dyes of the formula ##STR1## where X is cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,Y is halogen, hydroxyl, mercapto, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, C.sub.5 -C.sub.7 -cycloalkoxy, substituted or unsubstituted phenoxy, substituted or unsubstituted C.sub.1 -C.sub.6 -alkylthio, C.sub.5 -C.sub.7 -cycloalkylthio, substituted or unsubstituted phenylthio, C.sub.1 -C.sub.6 -alkylsulfonyl or substituted or unsubstituted phenylsulfonyl,Z is nitro, cyano, C.sub.1 -C.sub.4 -alkanoyl, benzoyl, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula --CH.dbd.CB.sup.1 B.sup.2 or --CH.dbd.N--B.sup.3, in which B.sup.1 and B.sup.2 independently of the other are cyano, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxycarbonyl or C.sub.3 -C.sub.6 -alkenyloxycarbonyl or one of B.sup.1 and B.sup.2 is cyano and the other is C.sub.1 -C.sub.4 -alkylsulfonyl, substituted or unsubstituted phenyl, benzoyl, phenylsulfonyl or carbamoyl and B.sup.3 is hydroxyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: December 29, 1989
    Date of Patent: September 8, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Eilingsfeld, Karl-Heinz Etzbach, Guenter Hansen, Helmut Reichelt, Ernst Schefczik
  • Patent number: 5116958
    Abstract: Disperse dyes, which produce dyeings of excellent thermomigration fastness, consisting of a chromophore and a lactam or oxime radical which detaches on heating to leave an isocyanate or isothiocyanate group, which reacts with a suitable group in the environment. The disclosed dyes are described by the formula ##STR1## where F is the radical of a dye which is free of water-solubilizing groups,B is a bridge member or a direct bond,Z is O or S andV is the radical of a group H--V, where H--V is an oxime of the formula ##STR2## or a lactam of the formula ##STR3## in which R.sup.1 and R.sup.2 are each independently of the other substituted or unsubstituted alkyl or aryl, orR.sup.1 and R.sup.2 together with the carbon atom linking them form a cycloaliphatic ring,R is hydrogen or alkyl andn is an integer from 4 to 11.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: May 26, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Martin Trottmann
  • Patent number: 5075429
    Abstract: A monoazo compound of the formula, ##STR1## wherein D is a heterocyclic or carbocyclic compound residue such as benzothiazolyl and phenyl, X is hydrogen, alkyl, alkoxy, halogeno, acylamino or the like, Y is hydrogen, halogeno, alkyl, alkoxy and the like, R.sub.1 is alkyl, R.sub.2 is C.sub.2 -C.sub.4 alkylene, B is a bridging group such as ##STR2## --O--, --S--, C.sub.1 -C.sub.6 alkylene and the like, and W.sub.1, W.sub.2, W.sub.3, Z.sub.1, Z.sub.2 and Z.sub.3 are independently hydrogen, alkyl, halogeno or the like, which is useful for dyeing hydrophobic fiber materials to give dyed or printed product of a deep color excellent in fastness properties, particularly those such as washing fastness, even after various finishing treatments of the product.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: December 24, 1991
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Jun Yamamoto, Yasuyoshi Ueda, Takashi Omura, Yosuke Yamamoto, Hideo Hattori, Junichi Sekihachi
  • Patent number: 5055567
    Abstract: The dyes according to the invention consist of a chromophore and a radical which, on heating, forms an isocyanate or isothiocyanate group. The latter reacts with a suitable group in the environment. Dyeings of excellent thermomigration fastness are obtained. The disclosed dyes are of the formulae ##STR1## where F is the radical of an azo, anthraquinone or tricyanovinyl dye which is free of water-solubilizing groups,B and B' are each independently of the other a direct bond or a bridge member, selected from the group consisting of a straight-chain or branched alkylene group having 2 to 8 C atoms or one of the following groups ##STR2## where R is hydrogen or C.sub.1 -C.sub.6 alkyl, n is an integer from 1 to 8 and m is an integer from 2 to 4,Z is O or S,V is a group which at a temperature between 180.degree. and 240.degree. C. is eliminated as a radical HV, andV' is a direct bond which is cleaved at a temperature between 180.degree. and 240.degree. C.
    Type: Grant
    Filed: April 10, 1989
    Date of Patent: October 8, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Karl Emmenegger, Martin Trottmann
  • Patent number: 4960874
    Abstract: Compounds of the general formula I ##STR1## where R is alkyl or unsubstituted or substituted aryl and K is a radical of the formula ##STR2## B is C.sub.1 -C.sub.4 -alkyl or substituted amino, R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted or substituted alkyl, R.sup.3 may furthermore be hydrogen, R.sup.4 is a radical of the formula --A--OCO--Y--R, Z is hydrogen or methyl, X is hydrogen, methyl, methoxy, chlorine or acylamino, A is C.sub.2 - or C.sub.3 -alkylene and Y is --O-- or --NH--, are very useful for dyeing cellulose esters and synthetic polyesters.
    Type: Grant
    Filed: July 1, 1988
    Date of Patent: October 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Johannes D. Dix, Guenter Hansen, Ernst Schefczik, Guenther Seybold
  • Patent number: 4952681
    Abstract: Compounds of the formula I ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are disclosed. They are useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: July 27, 1988
    Date of Patent: August 28, 1990
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 4912203
    Abstract: Thiophene based colorants useful for coloring thermoset resins such as polyurethanes being the formula; ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, carbocyclic forming polymethylene chains, alkyl, aryl, cyano, thioalkyl, dithioalkyl, thioaryl, dithioaryl, thiocyano, carboxyalkyl, carboxyaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, oxyalkyl, thioamidoalkyl, thioamidodialkyl, or hydrogen when an adjacent group is isobutyryl; R.sub.4, R.sub.5, and R.sub.7 are selected from hydrogen alkyl, oxyalkyl, sulfonamidoalkyl, sulfonamidoaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, halogen, thioalkyl and thioaryl; and R.sub.8 and R.sub.9 are selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: March 27, 1990
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Patrick D. Moore
  • Patent number: 4906740
    Abstract: The present invention relates to monoazo dyes which dye polyamide material with good light- and wet-fastness and which have the formula ##STR1## in which K is the radical of an amino- or alkoxy-benzene, amino- or alkoxy-naphthalene, naphthol, aminonaphthol, pyrazolone, aminopyrazole, indole, naphthimidazole, diphenylamine, tetrahydroquinoline or acetoacetamide and can be further substituted, R is hydrogen, halogen, C.sub.1-6 -alkyl, trifluoromethyl, carboxyl or a --SO.sub.2 --C.sub.1-6 --alkyl, --SO.sub.2 --R.sub.1, ##STR2## --CO--R.sub.4 group, in which R.sub.1 is a substituted or unsubstituted phenyl- or naphthyl-C.sub.1-4 -alkyl radical, R.sub.2 and R.sub.3 independently of one another are hydrogen or a substituted or unsubstituted C.sub.1-6 -alkyl or C.sub.5-7 -cycloalkyl radical and R.sub.4 is a substituted or unsubstituted phenyl radical, and X is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or halogen, and in which R in formula (1) may not be hydrogen or chlorine if the radical --N.dbd.
    Type: Grant
    Filed: July 15, 1986
    Date of Patent: March 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4837308
    Abstract: A universally usable process for preparing azo dyestuffs by oxidative coupling consists in carrying out the oxidation in the presence of redox mediators with a standard potential of 0.2-1.5 volts and, if appropriate, an additional oxidizing agent with a standard potential of 0.25-2.5 volts, wherein the sum of the oxidation equivalents should be at least 4. The preferred redox mediator is iodine. The process is particularly suitable for the preparation of heteroaromatic azo dyestuffs using an aniline coupling component.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: June 6, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Rainer Gerlach
  • Patent number: 4810783
    Abstract: An azo dyestuff of the formula ##STR1## wherein D=a diazo component,R.sub.1 and R.sub.2 =alkyl or aralkyl,R.sub.3 =H, R or OR.sub.1 andR.sub.4 =a hydrocarbon radical or acyl,which are prepared in a simple manner by aminolysis with ammonia or an amine of the formula ##STR2## of an azo compound of the formula ##STR3## these dyestuffs dye polyester fibres in blue-green to green shades with good fastness to light.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: March 7, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Leverenz
  • Patent number: 4775748
    Abstract: Novel reactive colorants being the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, carbocyclic forming polymethylene chains, alkyl, aryl, cyano, thioalkyl, dithioalkyl, thioaryl, dithioaryl, thiocyano, carboxyalkyl, carboxyaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, oxyalkyl, thioamidoalkyl, thioamidodialkyl, or hydrogen when an adjacent group is isobutyryl; R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are selected from hydrogen, alkyl, oxyalkyl, oxyaryl, sulfonamidoalkyl, sulfonamidoaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, halogen, thioalkyl and thioaryl; and R.sub.8 and R.sub.9 are selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.
    Type: Grant
    Filed: June 1, 1987
    Date of Patent: October 4, 1988
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Patrick D. Moore
  • Patent number: 4764600
    Abstract: An isothiazolylazo dye of the formula I ##STR1## wherein R is an alkyl group or unsubstituted aryl or substituted aryl group selected from the group consisting of ##STR2## and K is a radical of the formula ##STR3## where B is C.sub.1 -C.sub.4 alkyl or a substituted amino radical selected from the group consisting of ##STR4## R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted C.sub.1 -C.sub.4 alkyl or substituted alkyl groups selected from the group of C.sub.1 -C.sub.4 alkyls which are substituted by chlorine, bromine, cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, benzyloxy, phenoxy, phenyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkoxy, phenoxy or phenyl, phenycarbonyloxy which is unsubstituted or substituted by chlorine, bromine, methoxy, ethoxy, methyl or ethyl, oxycarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 25, 1983
    Date of Patent: August 16, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik, Guenther Seybold
  • Patent number: 4743683
    Abstract: A photographic recording material which contains at least one dye of the formula ##STR1## wherein D is the group of atoms necessary to complete a 5-membered ring that contains at least one nitrogen atom, A is hydrogen, alkyl, alkoxy, phenyl, alkylthio, cyano, nitro or halogen, n is 0 to 3, R.sub.1 is hydrogen, alkyl, hydroxyl, acylamino, R.sub.6 is hydrogen or unsubstituted or substituted amino, and R.sub.4 is hydrogen or alkoxy. The material is distinguished by good color reproduction, brilliant colors and excellent lightfastness.
    Type: Grant
    Filed: December 3, 1986
    Date of Patent: May 10, 1988
    Assignee: Ciba-Geigy AG
    Inventor: Paul Tschopp
  • Patent number: 4739053
    Abstract: Novel 2H-v-triazolo[4,5-d]pyrimidines of the general formula ##STR1## where R.sup.1 and R.sup.2 independently of one another are each alkyl, unsubstituted or substituted phenyl or phenalkyl, or ##STR2## is a saturated 5-membered or 6-membered heterocyclic ring, X is alkyl, halogen or phenyl n is 0, 1 or 2, and A is ##STR3## hydrogen, halogen, cyano, thiocyano, alkoxy, alkoxyalkoxy, unsubstituted or substituted phenoxy, phenylalkoxy, alkylthio, phenylthio, --S--(CH.sub.2).sub.m --COO-alkyl, where m is from 1 to 4, alkylcarbonyl, benzoyl, carboxyl, carboalkoxy, alkylsulfonyl, phenylsulfonyl, an N-imidazole, benzimidazole, 1,2,3-triazole, benzotriazole, 2-mercaptobenzothiazole, 2-mercaptobenzimidazole, 2-mercaptothiazole or 2-mercapto-1,3,4-thiadiazole radical, or a radical of the formula ##STR4## where R.sup.4 is H or C.sub.1 -C.sub.4 -alkyl, p is from 2 to 5 and R.sup.5 and R.sup.6 are each C.sub.1 -C.sub.
    Type: Grant
    Filed: March 6, 1986
    Date of Patent: April 19, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Albert, Gerhard Hoffmann, Peter Neumann
  • Patent number: 4711954
    Abstract: Azo dyestuffs which contain at least one water-solubilizing group and have the formula ##STR1## wherein K stands for the radical of a coupling component,R.sub.1 stands for CN, COOX, CONXY or COZ,R.sub.2 stands for hydrogen, halogen, CN, alkyl or aryl,R.sub.3 stands for alkyl or aryl,X stands for H, alkyl, alkenyl, cycloalkyl, aryl or aralkyl andY stands for H or alkyl andZ stands for alkyl or aryl,are highly suitable for dyeing polyamide fibres. The resulting dyeings are distinguished by good all-round fastness properties.
    Type: Grant
    Filed: March 4, 1986
    Date of Patent: December 8, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Holger Heidenreich, Gerhard Wolfrum
  • Patent number: 4704452
    Abstract: Monoazo compounds of the formula ##STR1## in which one of the two substituents R.sub.1 or R.sub.2 or both substituents are C.sub.3 -C.sub.8 -alkyl or a group of the formula ##STR2## in which R.sub.3 and R.sub.4 are independently of each other hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.5 is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl and the other of the two substitutents R.sub.1 or R.sub.2, when the two are not C.sub.3 -C.sub.8 -alkyl or a group of the formula (1a), is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl, and KK is the radical of a coupling component which is free of water-solubilizing groups the two described. These compounds can be used as dyes for dyeing or printing for example polyester fibre materials.
    Type: Grant
    Filed: December 19, 1985
    Date of Patent: November 3, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Liechti
  • Patent number: 4687842
    Abstract: Compounds of the formula ##STR1## wherein each of R and R.sub.1 is independently hydrogen, C.sub.1-4 alkyl, phenyl or phenyl substituted by 1 to 3 C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halo substitutents orR and R.sub.1 taken together are trimethylene or tetramethylene,each of R.sub.2 and R.sub.3 is independently allyl, C.sub.1-4 alkyl, phenyl (C.sub.1-4 alkyl) or C.sub.2-4 alkyl monosubstituted by hydroxy, cyano or carbamoyl, ##STR2## wherein R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are as defined in the specification, andA.sup..crclbar. is an anion, and mixtures thereof with cationic 5-hydroxypyrazole dyes, are useful for dyeing and printing materials dyeable with basic dyes, e.g., homopolymers and copolymers of acrylonitrile and asymmetrical dicyanoethylene, polyamides and polyesters modified to contain acidic groups, leather and paper.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: August 18, 1987
    Assignee: Sandoz Ltd.
    Inventor: Beat Henzi
  • Patent number: 4668775
    Abstract: A compound of the formula: ##STR1## wherein K is a radical of a coupling component, R is a radical of a methylene-active compound, X is hydrogen or unsubstituted or substituted alkyl, aryl, or hetaryl and Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl. The present compound is useful for the dyeing of polyesters, nylons, cellulose esters and blends of polyesters and cellulose fibers.
    Type: Grant
    Filed: July 24, 1985
    Date of Patent: May 26, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Erwin Hahn, Guenter Hansen
  • Patent number: 4652633
    Abstract: Compounds useful for dyeing nylon, wool, and leather, having the formula: ##STR1## wherein X.sup.1 is chlorine, bromine, methyl or trifluoromethyl, Y.sup.3 is chlorine or bromine, and K.sup.1 is a radical of the formula ##STR2## where R.sup.3 is C.sub.2 to C.sub.4 hydroxyalkyl, methoxyethyl or methoxypropyl.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: March 24, 1987
    Assignee: BASF Aktiengesellschaft
    Inventor: Gunther Lamm
  • Patent number: 4650861
    Abstract: This invention relates to novel azo dyes containing a 4-nitropyrazole azo moiety which may be substituted, for example, with an alkyl group which itself may be substituted, and an aniline coupler which may be substituted. The dyes produce bright red shades on hydrophobic textile fiber including polyesters, polyamides, and cellulose esters and show unexpected improvements in one or more of such properties as fastness to light, wash, ozone, gas such as oxides of nitrogen, perspiration, crock and sublimation, dyeability at desirable low energy levels to deep shades, build, pH stability, bloom resistance, leveling, migration, dye bath exhaustion, dye transfer, and the like.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: March 17, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Max A. Weaver, Gary T. Clark, Bill A. Eller
  • Patent number: 4619991
    Abstract: Process for the production of triazoles of the formula ##STR1## in which R.sub.1 is hydrogen or an aliphatic or aromatic substituent conventional for diazo components of disperse dyes, which substituent is bound to the N-atom in the 1- or 2-position of the triazole nucleus through a carbon atom, andK is a coupling component radicalcomprising treating a compound of the formula ##STR2## with a dehydrating agent.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: October 28, 1986
    Assignee: Sandoz Ltd.
    Inventor: Peter Matzinger