Polycyclo Ring System Having The Hetero Ring As One Of The Cyclos Patents (Class 534/633)
  • Patent number: 7132515
    Abstract: The invention relates to reactive dyes according to the given, defined general formula (I) wherein D1 and D2 , R and R*, in addition to M are defined as per claim 1.
    Type: Grant
    Filed: April 15, 2003
    Date of Patent: November 7, 2006
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Joachim Eichhorn
  • Patent number: 7109313
    Abstract: The present invention relates to dyes of the general formula (I) where X1 is a radical —CH2CH2Z or —CH?CH2, Z being analkali-eliminable group, X2 is alkyl, alkoxy, halogen, COOM or SO3M, X3 is a heterocyclic reactive group of the general formula (IIa) or (IIb) ?or a reactive group of the formula (IIc), (IId) or (IIe) the stated variables being as defined in claim 1, to processes for preparing them and to their use for dyeing and printing hydroxyl-containing and/or carboxamido-containing material.
    Type: Grant
    Filed: March 18, 2003
    Date of Patent: September 19, 2006
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Stefan Meier, Werner Russ, Stefan Ehrenberg
  • Patent number: 6852135
    Abstract: Dyes of the general formula (1): where M is hydrogen, alkali, ammonium or the equivalent of an alkaline earth metal ion, X is halogen, alkoxy or an N-containing heterocycle, Q is a grouping of the formula (e) where Y is vinyl or an alkali-eliminable grouping and W is alkyl which may be interrupted by an O or an NR group and the radicals R1 and R2 represent alkyl, alkoxy, alkylcarbonylamino, arylcarbonylamino, and also the radicals R3 and R4 are alkyl or hydrogen, their preparation and their use for dyeing and printing hydroxyl- and/or carboxamido-containing material, preferably fiber material.
    Type: Grant
    Filed: July 14, 2001
    Date of Patent: February 8, 2005
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Joachim Steckelberg, Hermann Henk
  • 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
  • Patent number: 6713613
    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; characterised in that at least one nitrogen-containing heterocycle is substituted with at least one oxy- or thio-carbonyl derivative wherein the oxy- or thio-carbonyl derivative is selected from Y wherein Y is —A(CO)R* wherein A is selected from O or S and wherein R* is an organic residue which comprises at least one nucleophilic group, and salts thereof.
    Type: Grant
    Filed: November 8, 2001
    Date of Patent: March 30, 2004
    Assignee: North Carolina State University
    Inventors: David Malcolm Lewis, Wei Dong He, Taher Iqbal Yousaf, Gilles Yves Marie Fernand Genain
  • Patent number: 6114511
    Abstract: Fiber-reactive, water-soluble monoazo compounds conforming to the hereinbelow indicated and defined general formula (1) are capable of dyeing hydroxyl- and/or carboxamido-containing material, especially fiber material, such as cellulose fibers, for example cotton, or regenerated cellulose fibers and also wool and synthetic polyamide fibers in red shades and in high color strength and good fastnesses. ##STR1## where M is hydrogen, an alkali metal or some other colorless salt-forming metal, R is hydrogen or optionally sulfo-, methoxy-, ethoxy-, hydroxyl-, sulfato-, phosphate-, acetyloxy- or propionyloxy-substituted alkyl of 1 to 4 carbon atoms, R.sup.1 is hydrogen, carboxyl, optionally substituted alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, m is zero or 1, n is zero, 1 or 2 and X is a fiber-reactive radical from the halopyrimidine, dichloroquinoxazoline or fluorotriazinylamino series.
    Type: Grant
    Filed: May 24, 1999
    Date of Patent: September 5, 2000
    Assignee: Dystar Textilfarben GmbH & Co.
    Inventor: Jorg Dannheim
  • Patent number: 6046311
    Abstract: Dyes containing a 5,6-difluoropyrimidin-4-yl radical as fiber-reactive group are useful for dyeing hydroxy- and/or carboxamido-containing material, including fiber material, for example cellulose fibers, wool and polyamide.
    Type: Grant
    Filed: March 19, 1998
    Date of Patent: April 4, 2000
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
  • Patent number: 6015885
    Abstract: A polyazo compound represented by the following formula (I): ##STR1## wherein A represents unsubstituted phenylene or naphthylene;E represents hydroxynaphthylene;m, m.sup.1 and m.sup.3 independently represent an integer of 0 or 1;B and B1 represents hydrogen atom, --SO.sub.2 -Z in which Z represents --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Y in which Y represents a group eliminatable by an action of an alkali, or a substituted triazine group, etc.
    Type: Grant
    Filed: July 10, 1997
    Date of Patent: January 18, 2000
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Yoshiteru Ohta
  • Patent number: 5831039
    Abstract: Fiber reactive azo dyes of the Formula (1) ##STR1## wherein the variables are as defined in the specification are useful for the dyeing of hydroxy- and carboxamido-containing materials, especially textile fiber materials, in clear shades with a high degree of fixation.
    Type: Grant
    Filed: April 15, 1998
    Date of Patent: November 3, 1998
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Christian Schumacher
  • Patent number: 5808015
    Abstract: Dyestuffs of the formula ##STR1## wherein D is the radical of a carbo- or heterocyclic diazo component,X represents O, NH, NT, NCOT, NCCH.sub.2 T or NSO.sub.2 T,are preferably suitable, if m=n=l=o, for dyeing and printing hydrophobic synthetic fiber materials and mixtures thereof with naturally occurring fiber materials.
    Type: Grant
    Filed: September 18, 1996
    Date of Patent: September 15, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventor: Rainer Hamprecht
  • Patent number: 5770709
    Abstract: Water-soluble azo compounds, processes for their preparation and their use as dyestuffs.Water-soluble azo compounds are described which have fiber-reactive properties and are suitable as dyestuffs for dyeing material, in particular fiber material, containing hydroxy and/or carboxamide groups, such as, for example, cellulosic fiber materials, such as those of cotton, wool or nylon, and which have, as the radical of a diazo component, a radical of the formula ##STR1## in which R is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen or sulfo, R.sup.o is hydrogen, alkyl having 1 to 4 carbon atoms, halogen, carboxy, aminocarbonyl, alkoxycarbonyl having 2 to 5 carbon atoms, sulfo or phenyl and R.sup.10 is hydrogen, alkyl having 1 to 4 carbon atoms or halogen, and which contain a fiber-reactive radical bonded to the coupling component via an amino group.
    Type: Grant
    Filed: September 8, 1997
    Date of Patent: June 23, 1998
    Assignee: DyStar Textilfarben GmbH & Co Deutschland KG
    Inventor: Christian Schumacher
  • Patent number: 5760193
    Abstract: Fiber-reactive azo dyes, processes for their preparation and their useAzo dyes of the formula (1) given and defined below are described, which dyes contain fiber-reactive groups and dye hydroxy- and/or carboxamido-containing materials, in particular fiber materials, such as cotton, wool and synthetic polyamide fibers, in shades of high color strength and good fastness properties. ##STR1## in which D is the radical of a diazo component from the benzene or naphthalene series, K is the radical of a coupling component of the formula (2) ##STR2## in which M is hydrogen or an alkali metal, a and b are each zero or 1, R.sup.1 and R.sup.2 are each hydrogen or substituted or unsubstituted alkyl, Y is attached to --NR.sup.1 -- or --NR.sup.
    Type: Grant
    Filed: November 15, 1996
    Date of Patent: June 2, 1998
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Werner Hubert Russ, Christian Schumacher, Wolfram Reddig
  • Patent number: 5681937
    Abstract: Reactive dyes of the formula ##STR1## where n is 1 or 2R.sup.1 is hydrogen or hydroxyl andD is the radical of a diazo or tetrazo component with, in each case, at least one anchor radical of the formula SO.sub.2 --Y where Y is vinyl or substituted ethyl,and the use thereof for dyeing or printing organic substrates having hydroxyl groups or nitrogen atoms are described.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: October 28, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Heike Kilburg, Andrea Zamponi
  • 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: 5539088
    Abstract: Water-soluble azo compounds are described which possess fiber-reactive properties and which are suitable as dyes for the dyeing of material, in particular fiber material, which contains hydroxy and/or carboxamido groups, examples being cellulosic fiber materials such as cotton, wool and nylon, and which compounds possess, as the radical of a diazo component, a radical of the formula ##STR1## in which R is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen or sulfo and G forms to the benzene ring the radical of a heterocycle which is free from olefinic double bonds and which contains at least one carboxamide group of the formula --CO--N(R.sup.10)-- in which R.sup.
    Type: Grant
    Filed: February 2, 1995
    Date of Patent: July 23, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Christian Schumacher, Werner H. Russ
  • Patent number: 5512663
    Abstract: Reactive dyestuffs, a process for their preparation and their use and novel intermediates and a process for their preparation.Reactive dyestuffs of the formula (I) ##STR1## are described, in which A denotes a radical of the formula ##STR2## B denotes a bridging member, and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and X have the meanings given in the description.
    Type: Grant
    Filed: April 22, 1994
    Date of Patent: April 30, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Kunde
  • Patent number: 5378817
    Abstract: Reactive dyestuffs of the formula ##STR1## wherein Z=a heterocyclic reactive group and the remaining groups have the meaning given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: January 3, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Karl-Josef Herd
  • Patent number: 5342927
    Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic 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: July 21, 1992
    Date of Patent: August 30, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd
  • Patent number: 5298607
    Abstract: The invention provides reactive dyes of the formula ##STR1## wherein D is a mono- or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, dioxazine or stilbene dye which contains sulfo groups, R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen, methyl or ethyl, X is a radical of the formula --SO.sub.2 CH.sub.2 CH.sub.2 Cl, --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, --SO.sub.2 CH.sub.2 CH.sub.2 OPO.sub.3 H or --N(R.sub.3)SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, and R.sub.3 is hydrogen, methyl or ethyl, and the benzene or naphthalene radical is not further substituted or is further substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: May 26, 1993
    Date of Patent: March 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Herbert Seiler
  • Patent number: 5276148
    Abstract: Reactive dyes of the formula ##STR1## where n is 0 or 1,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, whereQ is a group which can be eliminated under alkaline reaction conditions,D.sup.1 is phenyl or naphthyl, where these radicals may be substituted,D.sup.2 is phenylene or naphthylene, where these radicals may be substituted, andZ is a reactive radical,with the proviso thata) n is zero when D.sup.1 is substituted by unsubstituted or substituted phenylazo or by unsubstituted or substituted naphthylazo andb) the reactive radical Z is not devised from the triazine series when n is zero and D.sup.1 is dihydroxysulfonylphenyl or trihydroxysulfonylnaphthyl,are used for dyeing and printing organic substrates containing hydroxyl groups or nitrogen atoms.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: January 4, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Siegel, Manfred Patsch
  • Patent number: 5274083
    Abstract: Dyestuff of the formula ##STR1## wherein FB=the radical of a dyestuffB/B'=a bridge memberX=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --YY=a radical which can be eliminated under alkaline conditions andR, R.sup.1 and R.sup.2 =H or C.sub.1 -C.sub.4 -alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato and whereinR.sup.1 -R.sup.2 can also represent a C.sub.1 -C.sub.4 -alkylene unit,Hal=F, Cl or Br,A=a direct bond or an aliphatic, cycloaliphatic or mixed aromatic-aliphatic bridge member, which can optionally contain hereto atoms, selected from N, O, S or SO.sub.2, and wherein the radical --NR.sup.1 --A--NR.sup.2 -- can also be ##STR2## and Z=a reactive group produce, on naturally occurring and synthetic materials containing OH groups and amide group, dyeings and prints with good general fastness properties, in particular good wet-fastness properties, coupled with a good build-up capacity and a high fixing yield.
    Type: Grant
    Filed: July 2, 1991
    Date of Patent: December 28, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
  • Patent number: 5233026
    Abstract: Reactive dyes of the formula ##STR1## in which D is a monoazo dye, R.sub.1 is hydrogen or a substituted or unsubstituted C.sub.1-4 alkyl radical, Z is an unsubstituted or substituted amino group, and X is a vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, with the condition that Z is not a sulfo- or carboxyl-substituted phenylamino group when the triazine radical is bonded to the radical of 1,8-aminonaphthol-3,6- or -4,6-disulfonic acid, and the X--SO.sub.2 radical is bonded directly to an aromatic C atom, are suitable in particular for dyeing and printing cellulose-containing fiber materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: August 3, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5227477
    Abstract: Metal-free compounds of the formula ##STR1## a 1:1 or 1:2 metal complex of a metallizable compound of said formula or a salt of a metal-free compound of said formula or of a 1:1 or 1:2 metal complex thereof each cation of which is independently a non-chromophoric cation, or a mixture, thereof, whereinF.sub.c is the radical of a water-soluble azo, formazan, phthalocyanine, azomethine, oxazine, thiazine, phenazine or triphenylmethane dye,each W is independently --NR.sub.1 --B.sub.1 --NR.sub.1 --, ##STR2## wherein B.sub.1 is linear or branched C.sub.2-6 alkylene; linear or branched C.sub.2-6 alkylene interrupted by --O-- or --NR.sub.1 --; linear or branched C.sub.3-6 alkylene monosubstituted by hydroxy or carboxy or disubstituted by hydroxy, ##STR3## wherein R.sub.2 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy or sulfo, andn is 0, 1, 2, 3 or 4, andm is 0 or 1,each X is independently a direct bond, --CO-- or --SO.sub.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: July 13, 1993
    Assignee: Sandoz Ltd.
    Inventors: Gunther Auerbach, Kurt Brenneisen, Markus Doerr, Paul Doswald, Markus Gisler, Werner Koch, Helmut A. Moser, Roland Wald
  • Patent number: 5212289
    Abstract: Dyestuffs in the form of their free acid have the following formula (1) ##STR1## in which the substituents have the meaning given in the description. The dyestuffs according to the invention are suitable for dyeing hydroxyl-containing fiber materials in yellow shades.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: May 18, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Karl-Heinz Schundehutte, deceased, Eva Schundehutte, heir, Horst Jager
  • Patent number: 5200511
    Abstract: Reactive dyes of the formula ##STR1## where m is 0 or 1,A.sup.1 and A.sup.2 are different and each is a fiber-reactive radical or else, in the case of A.sup.2, hydrogen,D.sup.1 and D.sup.2 are substituted or unsubstituted phenylene, substituted or unsubstituted phenylenemethyl, substituted or unsubstituted naphthylene or substituted or unsubstituted naphthylenemethyl,K.sup.1 and K.sup.2 are each the radical of a coupling component of the aminonaphthalenesulfonic acid series andL is a bridge member,are useful for dyeing and printing hydroxyl- or nitrogen-containing substrates.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: April 6, 1993
    Assignee: Basf Aktiengesellschaft
    Inventors: Hermann Loeffler, Manfred Patsch
  • Patent number: 5095102
    Abstract: Reactive dyestuffs of the formula ##STR1## in which A=H, halogen, alkyl, alkoxy, acylamino or amino,B=H, alkyl or alkoxy,X=--CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Y, whereY=a radical which can be removed under alkaline conditions andZ=a fibre-reactive radical.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: March 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Rolf Brockmann, Frank-Michael Stohr
  • Patent number: 5003053
    Abstract: Water-soluble monoazo compounds of the general formula (1) which dye in fast, mainly red shades materials which contain carboxamide and/or hydroxy groups, preferably in the form of fibers, in particular cellulose fiber materials. ##STR1## in which: Y is .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl, vinyl or .beta.-sulfatoethyl,M is hydrogen, an alkali metal or an alkaline-earth metal,D is naphthyl which is substituted by sulfo and/or a group of the formula Y--SO.sub.2 --,or is one of the radicals ##STR2## in which M and Y have one of the above meanings, m is the number zero or 1, R.sup.1 is hydrogen, lower alkyl, lower alkoxy or carboxy, and R.sup.2 is hydrogen, lower alkyl, lower alkoxy, sulfo, carboxy, optionally substituted aryl, hydroxy, nitro or halogen,n is the number zero or 1,R is hydrogen or optionally substituted lower alkyl,R* is hydrogen or optionally substituted lower alkyl,X is fluorine or chlorine,B is a group of the formula ##STR3## in which R.sup.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: March 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Ludwig Schlafer, Werner H. Russ
  • Patent number: 5003049
    Abstract: The compounds of the general formula (I) ##STR1## where A is a dye radical, where relevant the radicals Y independently of one another are each oxygen, sulfur, R.sup.1 --N or a direct bond, n is 1 or 2, the radicals R.sup.1 independently of one another are each hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl and Z is a bridge member, are very useful for dyeing hydroxyl-containing textile material.
    Type: Grant
    Filed: February 8, 1989
    Date of Patent: March 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Alfred Hackenberger, Manfred Patsch
  • Patent number: 5003052
    Abstract: A reactive dye of the formula ##STR1## in which R is a radical of the formula ##STR2## or Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; V is hydrogen or a radicalZ--SO.sub.2 --CH.sub.2 --CH.sub.2 --in which z is as defined above; R.sub.1 is hydrogen or C.sub.1-6 -alkyl; alk, independently of each other, are polymethylene radicals having 2 to 6 C atoms or their branched isomers; K is a benzene, naphthalene or heterocyclic radical; m is 1 to 6, p is 1 to 6 and q is 1 to 6; and the benzene or naphthalene radical A is further unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.8 -acylamino, C.sub.1 -C.sub.4 -alkylamino, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-C.sub.1 -C.sub.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: March 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4988802
    Abstract: Reactive dyes which possess three reactive groups and conform to the formula ##STR1## where R.sup.1 is hydrogen, methyl or ethyl,X is hydrogen or hydroxysulfonyl,Hal is fluorine or chlorine,D is phenylene, carboxyl- hydroxysulfonyl-monosubstituted or -disubstituted phenylene or hydroxysulfonylmonosubstituted or -disubstituted naphthylene, andA is a reactive group which reacts only substitutively with the hydroxyl groups of the cellulose, or A--D together are a benzo-fused reactive group which reacts only substitutively with the hydroxyl groups of the cellulose, are used for dyeing or printing hydroxyl- or nitrogen-containing substrates.
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: January 29, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Loeffler, Manfred Patsch
  • Patent number: 4975530
    Abstract: Intermediates useful for the preparation of fiber-reactive dyes having the formula ##STR1## in which Q is phenyl unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylsulfonyl, sulfo or trihalomethyl; 1- or 2-naphthyl; or unsubstituted or C.sub.1 -C.sub.4 alkyl, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl or C.sub.1 -C.sub.4 alkylthio substituted furanyl, thienyl, thiazolyl, oxazolyl, isothiazolyl, benzothiazolyl, benzoisothiazolyl, pyrazolyl, imidazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl or 1,3,5-triazinyl, and A.sub.1 and A.sub.2 independently of one another are a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 independently of one another are hydrogen; C.sub.1 -C.sub.4 alkyl unsubstituted or substituted by hydroxyl, sulfo, sulfato, carboxyl, cyano, halogen, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: November 22, 1989
    Date of Patent: December 4, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Kurt Burdeska
  • Patent number: 4955987
    Abstract: The invention describes a process for the preparation of concentrated aqueous, substantially salt-free solutions of aminotriazinyl reactive dyes, which process comprises starting from a dye which contains sulfo groups and one or more radicals capable of reaction with cyanuric halide, said dye being at least partly in the form of the ammonium salt, reacting said dye with cyanuric halide, in the presence of lithium hydroxide, and deionizing and concentrating the salt-containing synthesis solution by a membrane separation process.The so prepared mixed lithium/ammonium salts of the acid aminotriazinyl reaction dyes are readily water soluble and are suitable for the preparation of concentrated storage stable dye solutions.
    Type: Grant
    Filed: December 6, 1985
    Date of Patent: September 11, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger Lacroix, Edmond Ruhlmann
  • Patent number: 4952679
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye radical, X.sub.1 is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphoric acid group or a quaternized ammonium group, X.sub.2 independently has the meaning of X.sub.1 or is C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 alkoxy, R is hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy, and r is 1 or 2.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: August 28, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4935501
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the monoazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R.sub.1 is hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X is the vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, are suitable in particular for dyeing and printing cellulose-containing fibre materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: June 19, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4918169
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, napthoquinone, pyrenequinone or perylene-tetracarbimide dye radical, X is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphonic acid group or a quaternized ammonium group, r is 1 or 2, R is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, and A is a radical of the formula ##STR2## wherein R' is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, C.sub.5 -C.sub.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4879372
    Abstract: A triazine compound having a dye moiety, a sym-monohalotriazine moiety and an aminobenzoylamine moiety, which is represented, for example, by the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, A is phenylene or naphthylene, D is a dye moiety, X is chloro or fluoro, Z is --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, and n is 0, 1 or 2, and which is useful for dyeing or printing fiber materials such as cellulose fiber materials with superior dye performance such as build-up property to give dyed or printed products excellent is fastness properties.
    Type: Grant
    Filed: November 6, 1987
    Date of Patent: November 7, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshihiko Morimitsu, Naoki Harada, Takashi Omura
  • Patent number: 4876334
    Abstract: Reactive dyes of the formula ##STR1## in which D is 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, B.sub.1 and B.sub.2 are independently of each other hydrogen or alkyl which has 1 to 4 carbon atoms and which can be substituted by halogen, hydroxyl, cyano, C.sub.1-4 alkoxy, C.sub.1-4 alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X is fluorine, chlorine, bromine, sulfo, alkylsulfonyl having 1 to 4 C atoms or phenylsulfonyl, B is a --CH.sub.2 --.sub.n or --O--CH.sub.2 --.sub.n radical, n is 1 to 6, R is a radical of the formula ##STR2## Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.
    Type: Grant
    Filed: February 1, 1988
    Date of Patent: October 24, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig
  • Patent number: 4841030
    Abstract: They are useful for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: December 4, 1981
    Date of Patent: June 20, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4772687
    Abstract: Metal complex dyestuffs which in the form of the free acid correspond to the formula ##STR1## in which the substituents have the meaning given in the description are, depending on the meanings of the substituents, suitable for use as reactive dyestuffs for cotton, wool or polyamide, as direct dyestuffs for cotton or as pigment dyestuffs. Dyeings are obtained which have good fastness properties, in particular good wet-, light- and chlorine fastness.
    Type: Grant
    Filed: May 1, 1986
    Date of Patent: September 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Henk
  • Patent number: 4766206
    Abstract: Disclosed are reactive dyes, and the use thereof, according to the formula(R--U).sub.n D--(X).sub.r,in which D is the radical of a monoazo, polyazo or metal complex azo dye; U is --CO-- or --SO.sub.2 --; R is a radical of the formula ##STR1## Z is sulfatoethyl, .beta.-thiosultafoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; alk is straight-chained or branched C.sub.1 -C.sub.6 -alkylene; Y is hydrogen, chlorine, bromine, fluorine, hydroxyl, sulfato, C.sub.1 -C.sub.4 -alkanoyloxy, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C-atoms, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above; V is hydrogen or C.sub.1 -C.sub.4 -alkyl unsubstituted or substituted by carboxyl, sulfo, C.sub.1 -C.sub.2 -alkoxy, halogen or hydroxyl or is a radical ##STR2## in which Z, alk and Y are as defined above; R.sub.1 is hydrogen or C.sub.1 -C.sub.6 -alkyl; alk' are independently of each other straight-chained or branched C.sub.2 -C.sub.
    Type: Grant
    Filed: September 24, 1986
    Date of Patent: August 23, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4757137
    Abstract: Azo dyestuffs of the formula ##STR1## wherein R.sub.1 denotes acyl,R.sub.2 denotes hydrogen, fluorine, chlorine or trifluoromethyl,R.sub.3 denotes hydrogen, optionally substituted C.sub.1 -C.sub.4 -alkyl, cyclohexyl or optionally substituted phenyl andR.sub.4 denotes hydrogen or C.sub.1 -C.sub.4 -alkyl groupare suitable for dyeing natural and synthetic fibre materials, for example for dyeing wool or polyamide fibres, in level read to violet shades with very good fastnesses to light, wet processing and perspiration, the color yield being good.
    Type: Grant
    Filed: September 22, 1983
    Date of Patent: July 12, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Wolfrum, Erich Klauke, Hans-Gunter Otten
  • Patent number: 4707545
    Abstract: Lithium salts of anionic dyes are prepared by first converting another salt of this anionic dye in aqueous solution or suspension by means of a compound which releases calcium ions into the water-insoluble or sparingly water-soluble calcium salt of the dye, which is separated from the aqueous medium and is then converted to an aqueous suspension by treatment with lithium sulfate or lithium hydrogensulfate or a mixture thereof in an equivalent amount of each or in an excess of up to 10% into its lithium salt.
    Type: Grant
    Filed: November 26, 1985
    Date of Patent: November 17, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Ludwig Schlafer
  • Patent number: 4659806
    Abstract: Copper complexes of disazo dyestuffs of the formula ##STR1## wherein R, Z, K and A have the meaning given in the description, and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose in shades which are fast to washing.
    Type: Grant
    Filed: June 11, 1980
    Date of Patent: April 21, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4556707
    Abstract: The invention provides reactive dyestuffs of the formula ##STR1## wherein X is a fibre-reactive group of the triazine or pyrimidine series; R.sub.3 and R.sub.4 are each hydrogen; n is 0 or 1; and k is a pyridone or pyrimidone coupling component; the dyestuffs are particularly suitable for dyeing and printing natural and regenerated cellulose fibre materials and synthetic polyamide fibre materials.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: December 3, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Henk
  • Patent number: 4544738
    Abstract: A dye of the formula ##STR1## wherein R.sup.1 is is fluorine, chlorine, bromine, methyl, ethyl, cyano, carboxyl, nitro, tribfluoromethyl, methylsulfonyl, phenylsulfonyl, acetyl, C.sub.1 -C.sub.4 alkoxy, phenoxy, chlorophenoxy or benzoyl; R.sup.2 is hydrogen, chlorine, bromine, methyl, ethyl, C.sub.1 -C.sub.4 alkoxy, benzthiazol-2-yl, 6-methylbenzthiazol-2-yl, acetylamino, carboxyl aminosulfonyl, or aminocarbonyl; R.sup.3 is hydrogen chlorine, bromine or methyl; R.sup.5 is hydrogen, methyl, methoxy or ethoxy; and X is fluorohydroxyphosphonyl or dihydroxyphosphonyl. The dye of the present invention is useful in the dyeing of cellulose-containing material, polyamides and leather. The high tinctorial strength of the dyes and the very good lightfastness and wetfastness properties of the dyeings are particularly noteworthy.
    Type: Grant
    Filed: September 24, 1980
    Date of Patent: October 1, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Baumann, Hermann Kaack