Plural Acyclic Nitrogens, Other Than As Nitro, Nitroso Or Azo, Bonded Directly To The Hetero Ring At The Two Positions Adjacent To The Ring Nitrogen Patents (Class 534/773)
  • Publication number: 20130255011
    Abstract: The present invention relates to disperse azo dyes based on diazo components having at least one fluorine-containing substituent and an 2,6-diaminosubstituted pyridine coupling component, to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fibre materials, more especially textile materials.
    Type: Application
    Filed: November 28, 2011
    Publication date: October 3, 2013
    Applicant: Huntsman International LLC
    Inventors: Patric Nowack, Urs Lauk, Athanassios Tzikas
  • Publication number: 20130023497
    Abstract: The present invention comprises inter alia triazine compounds as shown in formula (I) and pharmaceutically acceptable salts thereof.
    Type: Application
    Filed: June 7, 2010
    Publication date: January 24, 2013
    Inventors: Chunlin Tao, Qinwei Wang, Tulay Polat, Laxman Nallan, Neil Desai
  • Patent number: 8288365
    Abstract: The present invention is directed to substituted phenazopyridines represented by Formula I. The present invention also relates to the discovery that compounds of Formula I have increased bioavailability as compared to unconjugated phenazopyridine.
    Type: Grant
    Filed: January 26, 2011
    Date of Patent: October 16, 2012
    Assignee: Pinnacle Pharmaceuticals, Inc.
    Inventors: Sidney Hecht, Nour Eddine Fahmi, Samir D. Roy, George Bonneville
  • Publication number: 20110319367
    Abstract: The present invention is directed to substituted phenazopyridines represented by Formula I. The present invention also relates to the discovery that compounds of Formula I have increased bioavailability as compared to unconjugated phenazopyridine.
    Type: Application
    Filed: January 26, 2011
    Publication date: December 29, 2011
    Applicant: Pinnacle Pharmaceuticals, Inc.
    Inventors: Sidney Hecht, Nour Eddine Fahmi, Samir D. Roy, George Bonneville
  • Patent number: 7893042
    Abstract: The present invention is directed to substituted phenazopyridines represented by Formula I. The present invention also relates to the discovery that compounds of Formula I have increased bioavailability as compared to unconjugated phenazopyridine.
    Type: Grant
    Filed: December 22, 2009
    Date of Patent: February 22, 2011
    Assignee: Pinnacle Pharmaceuticals, Inc.
    Inventors: Sidney Hecht, Nour Eddine Fahmi, Samir D. Roy, George Bonneville
  • Publication number: 20100204185
    Abstract: The present invention is directed to substituted phenazopyridines represented by Formula I. The present invention also relates to the discovery that compounds of Formula I have increased bioavailability as compared to unconjugated phenazopyridine.
    Type: Application
    Filed: December 22, 2009
    Publication date: August 12, 2010
    Applicant: Pinnacle Pharmaceuticals, Inc.
    Inventors: Sidney HECHT, Nour Eddine Fahmi, Samir D. Roy, George Bonneville
  • Publication number: 20080312352
    Abstract: The present invention relates to dyes of the general formula (1) where R1 to R12 and r are each as defined in claim 1, dye mixtures comprising more than one dye of the general formula (1), their preparation and their use for coloring polymers, particularly polyurethane and polyurethane foam.
    Type: Application
    Filed: September 26, 2006
    Publication date: December 18, 2008
    Applicant: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Gunter Georlitz, Markus Arnold
  • Publication number: 20080289124
    Abstract: Reactive dyes of the formula (1) where R1 to R5, Ar, n, Y and D are as defined in claims 1 and 2 are described, as are processes for preparing them, and their use for dyeing and printing carboxamido-, amino-, and hydroxyl-containing material.
    Type: Application
    Filed: April 19, 2006
    Publication date: November 27, 2008
    Applicant: DyStar Textilfarben Gmbh & Co. Deutschland KG
    Inventor: Gunter Gorlitz
  • Patent number: 7026459
    Abstract: The present invention relates to an azo dye of formula (I) wherein R1 and R2 are each independently of the other —NH—(CH2CH2)—OH, —NH—CH2—CHOH—CH2—OH, —NH—(CH2CH2)—S—(CH2CH2)—OH, —NH—(CH2CH2)—NH—(CH2CH2)—OH, NH—CH2CH2—CON(CH2CH2OH)2, R3 is —CN or —CONH2, R4 is methyl or trifluoromethyl, R5 is —CF3, —COOC2H5, R6 is hydrogen or chlorine and R7 is hydrogen, chlorine, bromine or —NO2, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles
    Type: Grant
    Filed: March 13, 2003
    Date of Patent: April 11, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Romeo Dreier, Urs Lauk
  • Patent number: 7005507
    Abstract: The present invention relates to an azo dye of formula (1), wherein R1 is the radical of a diazo component of the benzene, naphthalene, diphenyl, azobenzene, thiophene, benzothiazole, thiadiazole, indazole, benzatriazole, pyrazole, anthraquinone, naphtholic acid imide, chromone, phthalimide or diphenylene oxide series, R2 is an unsubstitued or substitued aryl radical or an unsubstituted or substituted aralkyl radical and R3 is an unsubstituted or substituted aryl radical or an unsubstituted or substituted aralkyl radical, with the proviso that one of the substituents R2 and R3 is an unsubstituted or substituted aryl radical and the other is an unsubstituted or substituted aralkyl radical, 2-hydroxy-2-phenylethyl being expected as a substituted aralkyl radical, to mixtures comprising at least two structually different azo dyes of formula (1) and to the use of those azo dyes and dye mixtures in the dyeing or printing of semi-synthetic or synthetic hydrophobic fibre materials.
    Type: Grant
    Filed: January 18, 2002
    Date of Patent: February 28, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Yvonne Pichler, Urs Lauk
  • Patent number: 5623060
    Abstract: Dye mixtures comprising at least 4 dyes of the same color having the formula ##STR1## where D is the radical of a diazo component of the aminoanthraquinone, aniline, aminothiophene, aminothiazole, aminoisothiazole, aminothiadiazole or aminobenzisothiazole series,one of X1 and X2 is substituted or unsubstituted phenylamino while the other is a radical of the formula NH--L--O--R, where L is substited or unsubstituted C.sub.2 -C.sub.8 -alkylene, andR is hydrogen, C.sub.1 -C.sub.4 or C.sub.1 -C.sub.3 -alkanoyl,are useful for dyeing or printing textile materials.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: April 22, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Hermann Loeffler, Helmut Reichelt
  • Patent number: 5602238
    Abstract: The present invention relates to disperse dyes having the formula ##STR1## wherein X is hydrogen, halogen, C.sub.1 -C.sub.8 alkyl or phenyl which is unsubstituted or substituted by fluoro, chloro, bromo, methyl, methoxy or nitro; Y is cyano, C.sub.1 -C.sub.4 alkoxycarbonyl or nitro; Z is nitro, cyano, acetyl, benzoyl, formyl, --CH.dbd.C(CN).sub.2, --CH.dbd.C(CN)CO.sub.2 R or carbamoyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, phenyl or (C.sub.1 -C.sub.4 alkyl).sub.1-2 phenyl, and R is C.sub.1 -C.sub.4 alkyl, or X and Z or Y and Z are each simultaneously C.sub.1 -C.sub.4 alkoxycarbonyl, and A, B and C are each independently of one another --NH.sub.2 or --N(R.sub.1)R.sub.2, and R.sub.1 and R.sub.2 are each independently of each other hydrogen, phenyl which is unsubstituted or substituted by hydroxy, C.sub.1 -C.sub.4 alkyl, halogen or C.sub.1 -C.sub.4 alkoxy, or is unsubstituted or C.sub.1 -C.sub.
    Type: Grant
    Filed: August 25, 1995
    Date of Patent: February 11, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: J urgen Schaetzer
  • Patent number: 5567716
    Abstract: Traumatic acid salts, wherein B is a cation selected from:a) a quaternary ammonium,b) a cation of a linear or branched C.sub.1 -C.sub.20 mono-, di- or trialkanolamine,c) a cation of a biologically active primary, secondary or tertiary amine,d) silver or zinc cation,and relative pharmaceutical compositions administrable by topical or parenteral route For the therapeutic treatment of cutaneous pathologies in which it is important to associate an a bacteriostatic, antibiotic, antifungal or an antiviral activity, to the cicatrizant effect, typical of traumatic acid.
    Type: Grant
    Filed: November 19, 1993
    Date of Patent: October 22, 1996
    Assignee: Lifegroup S.p.A.
    Inventors: Francesco Della Valle, Silvana Lorenzi, Gabriele Marcolongo
  • Patent number: 5510468
    Abstract: There are described benzophenoneazo dyes of the formula ##STR1## where the ring A can be benzofused and a benzofused ring A can be overbridges,m is 1 or 2,K is the radical of a coupling component,Y is hydrogen or arylazo,one of the two radicals X.sup.1 and X.sup.2 is hydrogen and the other is hydroxysulfonyl,R.sup.1, R.sup.2 and R.sup.3 are independently of the others hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, cyclohexyl, phenyl, 2-hydroxy-ethylsulfonyl or C.sub.1 -C.sub.4 -alkoxy or, when m is 1 and Y is hydrogen, one of these substituents can also be the radical of the formula ##STR2## where L.sup.1 is a chemical bond or a bridge member, and X.sup.1, X.sup.2, R.sup.4, K and the ring A are each as defined above, andR.sup.4 is hydrogen, halogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: July 27, 1994
    Date of Patent: April 23, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Reichelt, Ortwin Schaffer
  • Patent number: 5468848
    Abstract: The new basic azo dyestuffs of the formula ##STR1## wherein the symbols have the meaning given in the description, are suitable for dyeing synthetic and naturally occurring substrates which can be dyed with basic dyestuffs.
    Type: Grant
    Filed: June 21, 1994
    Date of Patent: November 21, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karin Hassenruck, Peter Wild
  • Patent number: 5440024
    Abstract: A monoazo disperse dye for dyeing polyester fibers of the following formula (I): ##STR1## wherein one of R.sup.1 and R.sup.2 is ##STR2## wherein W is hydrogen, halogen, C.sub.1 -C.sub.2 alkyl or alkoxy, the other of R.sup.1 and R.sup.2 is C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.4 alkyl substituted by cyano, halogen, hydroxy, hydroxyalkoxy, C.sub.1 -C.sub.4 alkoxy, hydroxyalkoxyalkoxy, acetoxalkoxy, acyloxyalkoxyalkoxy alkoxyalkoxy, alkoxycarbonyloxy or acetoxy, and Y is hydrogen or halogen.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: August 8, 1995
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Wataru Shimizu
  • Patent number: 5380859
    Abstract: There are described benzophenoneazo dyes of the formula ##STR1## where the ring A can be benzofused and a benzofused ring A can be overbridged,m is 1 or 2,K is the radical of a coupling component,Y is hydrogen or arylazo,one of the two radicals X.sup.1 and X.sup.2 is hydrogen and the other is hydroxysulfonyl,R.sup.1, R.sup.2 and R.sup.3 are independently of the others hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, cyclohexyl, phenyl, 2-hydroxyethylsulfonyl or C.sub.1 -C.sub.4 -alkoxy or, when m is 1 and Y is hydrogen, one of these substituents can also be the radical of the formula ##STR2## where L.sup.1 is a chemical bond or a bridge member, andX.sup.1, X.sup.2, R.sup.4, K and the ring A are each as defined above, andR.sup.4 is hydrogen, halogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: January 10, 1995
    Assignee: Basf Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Beichelt, Ortwin Schaffer
  • Patent number: 5278294
    Abstract: A monoazodye of the following formula (I): ##STR1## wherein X is CN, Cl or Br, one of R.sup.1 and R.sup.2 is phenyl and the other is --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OR.sup.3, wherein R.sup.3 is C.sub.1 -C.sub.5 alkyl, formyl, C.sub.2 -C.sub.6 alkylcarbonyl or C.sub.2 -C.sub.6 alkoxycarbonyl.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: January 11, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Ryouichi Sekioka
  • Patent number: 5215578
    Abstract: An ink composition that includes water, a water-soluble organic solvent and a dye. The dye is represented by the following Formula, in which the number of sulfonic acid groups and the number of amino groups are each not less than 2, and the number of sulfonic acid groups is less than that of amino groups: ##STR1## Q.sub.1 denotes a substituted phenyl group, pyridyl group or naphthyl group; Q.sub.2 denotes a substituted or unsubstituted p-phenylene group or 1,4-naphthylene group; Q.sub.3 is a SO.sub.3 M-substituted or unsubstituted diaminopyridyl group or a diaminophenyl group substituted by COOM or SO.sub.3 M; M denotes an alkaline metal, ammonium or organic ammonium; and n denotes 0 or 1.
    Type: Grant
    Filed: January 2, 1992
    Date of Patent: June 1, 1993
    Assignee: Canon Kabushiki Kaisha
    Inventors: Tsuyoshi Eida, Mayumi Yamamoto, Takao Yamamoto
  • Patent number: 5196521
    Abstract: The dyes of the formula ##STR1## in which R.sub.1 is hydrogen, halogen or CF.sub.3 and R.sub.2 is substituted or unsubstituted alkyl, where R.sub.2 must not be ethoxycarbonylethyl if R.sub.1 is hydrogen are suitable for the dyeing of polyester material in red hues having very good lightfastness.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Visvanathan Ramanathan, Angelo D. Casa
  • Patent number: 5106960
    Abstract: The present invention relates to azo dyes of the formula ##STR1## wherein X is an aryloxy radical or an unsubstituted or substituted C.sub.1 -C.sub.12 alkyl radical, a cycloalkyl radical or an aryl radical or a group of the formula ##STR2## wherein R.sub.1 is hydrogen, unsubstituted or substituted lower alkyl, cycloalkyl or aryl, and R.sub.2 is hydrogen or unsubstituted or substituted lower alkyl, or wherein R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which may contain a further hetero-atom, Y is halogen, low molecular alkyl or low molecular alkoxy, and K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series.These dyes yield dyeings of good light- and wetfastness on polyamide material.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: April 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Hurter, Dieter Mausezahl
  • 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: 5023324
    Abstract: Disazo and trisazo compounds free of sulfo groups which contain 6-hydroxy-4-methyl-3-N-pyridiniumpyridone-2 coupling component radicals, the preferred compounds being of the formula ##STR1## wherein R is a tetrazo component radical,each R.sub.1 is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl the hydroxy group of which is in other than the 1-position or --NR.sub.3 R.sub.4, wherein each of R.sub.3 and R.sub.4 is independently n-C.sub.1-4 alkyl,each R.sub.2 is independently hydrogen, n-C.sub.1-4 alkyl, n-C.sub.1-4 hydroxyalkyl or C.sub.1-4 alkoxy, andeach A.sup..crclbar. is an anion,and liquid and granulated dye compositions comprising such compounds, are useful for dyeing paper and basically dyeable substrates such as polymers and copolymers of acrylonitrile and dicyanoethylene and synthetic polyesters and polyamides modified to contain acid groups. Dyeings on paper are brilliant and possess good light fastness and good fastness to water and alcohol.
    Type: Grant
    Filed: July 29, 1986
    Date of Patent: June 11, 1991
    Assignee: Sandoz Ltd.
    Inventor: Helmut Moser
  • 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: 4855412
    Abstract: Compounds of the general formula ##STR1## where D is a radical of the formula ##STR2## and one of the two radicals L.sup.1 and L.sup.2 is unsubstituted amino and the other the radical ##STR3## where R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.2 -C.sub.4 -alkyl or C.sub.1 -C.sub.8 -acyloxy-C.sub.2 -C.sub.4 -alkyl,R.sup.2 is C.sub.2 -C.sub.10 -alkylene or C.sub.2 -C.sub.10 -alkylene is interrupted by oxygen,T is C.sub.1 -C.sub.8 -alkanoyl which is unsubstituted or is substituted by chlorine or methoxy,B.sup.1 is C.sub.1 -C.sub.4 -alkyl or benzyl or phenyl, which are each unsubstituted or are each substituted by methyl, methoxy or chlorine,B.sup.2 is B.sup.1, hydrogen, halogen, cyano or C.sub.1 -C.sub.5 -alkoxycarbonyl,X.sup.1 is hydrogen, nitro, cyano, C.sub.1 -C.sub.9 -alkoxycarbonyl, C.sub.1 -C.sub.9 -mono- or -dialkylaminocarbonyl, trifluoromethyl, methylsulfonyl or ethylsulfonyl,X.sup.2 is nitro or C.sub.1 -C.sub.5 -alkoxycarbonyl,X.sup.3 is X.sup.
    Type: Grant
    Filed: April 24, 1987
    Date of Patent: August 8, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Dehnert, Gunther Lamm, Hermann Loeffler
  • Patent number: 4795807
    Abstract: Azo disperse dyestuffs are prepared by diazotization and coupling in an aqueous phase, the coupling being carried out in the presence of an ester of a lower aliphatic carboxylic acid.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: January 3, 1989
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Friedrich Schophoff, Wolf Weidemuller
  • Patent number: 4764599
    Abstract: Sulfo-free compounds of the formula ##STR1## where R is hydrogen or C.sub.1 -C.sub.4 -alkyl andK.sup.1 and K.sup.2 independently of one another are a radical of a coupling component, and the rings A and B may furthermore be monosubstituted or polysubstituted by fluorine, chlorine, bromine, nitro, methyl, trifluoromethyl, ethyl, acetyl, benzoyl, a carboxylic ester group, unsubstituted or substituted carbamyl or sulfamyl, an aryl sulfonate group, C.sub.1 -C.sub.4 -alkylsulfonyl, unsubstituted or substituted phenylsulfonyl, cyano or acylamino or a fused ring, are very useful as pigments for coloring printing inks, surface coatings or plastics.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: August 16, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Colberg, Erwin Hahn
  • 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: 4685934
    Abstract: Monoazo compounds of formula ##STR1## wherein R.sub.1 is a coupling component radical,R.sub.1 is C.sub.1-6 alkyl; C.sub.1-6 alkyl substituted by 1 or 2 substituents selected from chloro, cyano, hydroxy, C.sub.1-4 alkoxy, phenyl and phenyl substituted by 1 or 2 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy, sulfo, sulfamoyl and acetamido; C.sub.5-7 cycloalkyl; C.sub.5-7 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl; phenyl substituted by 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido (maximum of 1), carboxy (maximum of 1), sulfo (maximum of 1) and --SO.sub.2 NR.sub.7 R.sub.8 (maximum of 1); 1- or 2-naphthyl or 1- or 2-naphthyl substituted by sulfo,whereineach of R.sub.7 and R.sub.8 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy or phenyl; cyclohexyl; phenyl or phenyl monosubstituted by chloro, methyl or methoxy, or--NR.sub.7 R.sub.
    Type: Grant
    Filed: July 12, 1985
    Date of Patent: August 11, 1987
    Assignee: Sandoz Ltd.
    Inventors: Francois Benguerel, Roland Mislin
  • 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: 4650860
    Abstract: A compound having the formula: ##STR1## where X is hydrogen, chlorine or bromine, B is hydrogen, methyl, ethyl or propyl, and one of the radicals R.sup.1 or R.sup.2 is phenyl which is unsubtituted or mono- or poly-substituted by chlorine, methyl, ethyl, t-butyl, phenoxy, methoxy, ethoxy, propoxy or butoxy, and the other is C.sub.2 -C.sub.8 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.8 -alkoxy or phenyl, or is allyl, cyclopentyl, cyclohexyl, methylcyclohexyl, ##STR2## The compounds of formula (I) are used as dyes, preferably for cellulose and cellulose-containing fabrics.
    Type: Grant
    Filed: June 26, 1985
    Date of Patent: March 17, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Dehnert, Gunther Lamm
  • Patent number: 4626590
    Abstract: Reactive pyridone azo dyestuffs of the general formula [I]: ##STR1## wherein D represents ##STR2## represents phenylene optionally substituted by lower alkyl, lower alkoxy, trifluoromethyl or halogen, ##STR3## represents phenylene optionally substituted by lower alkyl, lower alkoxy, halogen or acetylamino,--A--represents --CH.sub.2 --, --C.sub.2 H.sub.4 --, --OC.sub.2 H.sub.4 --, ##STR4## --SO.sub.2 NHC.sub.2 H.sub.4 --or --SO.sub.2 C.sub.2 H.sub.4 --, --X represents hydrogen, lower alkyl, lower alkoxy, nitro, trifluoromethyl or halogen,--Y represents alkyl, aryl or aralkyl optionally substituted by lower alkoxy or phenoxy,--Z--represents a connecting group of --O--or --S--,--V represents --CN or --CONH.sub.2,--W represents a 6-membered nitrogen-containing heterocyclic ring having at least one active halogen atom, andn represents 0 or 1.These reactive pyridone azo distuffs give dyeings which are yellowish to reddish orange in color which have excellent light fastness.
    Type: Grant
    Filed: November 6, 1984
    Date of Patent: December 2, 1986
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara, Yukiharu Shimizu
  • Patent number: 4515716
    Abstract: Diaminopyridine-based azo dyes for cellulose-containing fibers, represented by the following formula: ##STR1## and the other is hydrogen, phenyl, benzyl, allyl, or alkyl which are unsubstituted or substituted by hydroxyl or lower alkoxy(whereinA is methylene, ethylene, propylene, or 1,3-butylene;n is 0 or 1;Y.sup.1 and Y.sup.2, which are the same or different, are hydrogen, alkyl, alkenyl, cyclohexyl, aryl, or aralkyl which are unsubstituted or substituted by cyano, hydroxy, lower alkoxy, or dialkylamino, or Y.sup.1 and Y.sup.2 together form a 5- or 6-membered heterocyclic ring (NY.sup.1 Y.sup.2) containing one nitrogen, the total number of carbon atoms of Y.sup.1 and Y.sup.2 being 18 or less;R.sup.1 is nitro, cyano, methylsulfonyl, phenylsulfonyl, mono-lower alkylaminosulfonyl, di-lower alkylaminosulfonyl, acetyl, or benzoyl;R.sup.2 and R.sup.3, which are the same or different, are hydrogen, trifluoromethyl, halogen, or cyano;R.sup.
    Type: Grant
    Filed: September 3, 1982
    Date of Patent: May 7, 1985
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Toshio Hihara
  • Patent number: 4500455
    Abstract: Diaminopyridine dyes for dyeing cellulose-containing fibers, particularly cellulose fibers and polyester-cellulose fibers in from orange to bluish red, with excellent fastness to light. The dyes are represented by the formula (I): ##STR1## X is a hydrogen atom, or a halogen atom; Y is an alkoxy group containing from 1 to 5 carbon atoms, --O--R.sup.10 --O--R.sup.11, or a phenoxy group; andn is 2 or 3, and wherein R.sup.1 is a nitro group, a cyano group, a methylsulfonyl group, a phenylsulfonyl group, a mono- or di-lower alkylaminosulfonyl group, an acetyl group, or a benzoyl group; R.sup.2 and R.sup.3 are each a hydrogen atom, a trifluoromethyl group, a halogen atom, or a cyano group; R.sup.4 is a hydrogen atom, a lower alkyl group, a mono- or di-lower alkylaminosulfonyl group, a mono- or di-lower alkylcarbamoyl group, or an acetylamino group; R.sup.5 and R.sup.6 are each a hydrogen atom, a halogen atom, or a lower alkyl group; R.sup.7 is a lower alkyl group; R.sup.8 is a hydrogen atom or a halogen atom; R.
    Type: Grant
    Filed: July 21, 1982
    Date of Patent: February 19, 1985
    Assignee: Mitsubishi Chemical Industries, Limited
    Inventors: Toshio Niwa, Toshio Hihara, Yukiharu Shimizu
  • Patent number: 4487719
    Abstract: This invention concerns azo dyes having the general formula ##STR1## and their preparations in which X, Y and Z are H or any of a variety of substituents, provided that at least one of X and Y must always be a substituent selected from --CN, --NO.sub.2, --CHO, and other selected groups specified herein, and A is the residue of an aniline, tetrahydroquinoline or benzomorpholine type disperse dye coupling component. These dyes which are unexpectedly non-photochromic produce red to blue shades on polyester fibers and exhibit one or more improved properties such as dyeability, dye exhaustion rate, light fastness, non-blooming, pH stability, build, fastness to ozone and nitrogen oxide, crock and wash fastness, migration, transfer, and pH stability on polyester and other fibers including cellulose ester.
    Type: Grant
    Filed: February 17, 1983
    Date of Patent: December 11, 1984
    Assignee: Eastman Kodak Company
    Inventor: Max A. Weaver