Sulfur Containing Patents (Class 544/189)
  • 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: 5270454
    Abstract: Reactive dyestuffs of the formula ##STR1## in which ##STR2## and Z=a heterocyclic reactive group and the remaining groups have the meaning indicated in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: February 11, 1991
    Date of Patent: December 14, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Hoppe, Karl-Josef Herd, Frank-Michael Stohr, Hermann Henk, Karl-Heinz Schundehutte
  • Patent number: 5268457
    Abstract: Reactive dyes of the formula ##STR1## are particularly suitable for dyeing or printing cellulosic fibre materials by the exhaust method or by continuous processes and give, with a high color yield, dyeings and prints with good fastness properties, 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; R is hydrogen or alkyl having 1 to 4 carbon atoms, which can be substituted by hydroxyl, cyano, carboxyl, sulfo or sulfato; X is fluorine or chlorine; B is a substituted or unsubstituted aliphatic or aromatic bridge member; Y is a substituted or unsubstituted aliphatic, aromatic, araliphatic or heterocyclic radical, which is free from reactive groups; R.sub.2 is hydrogen or alkyl having 1 to 4 carbon atoms, which can be substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: December 28, 1992
    Date of Patent: December 7, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5266696
    Abstract: Anthraquinone compounds of the formula, ##STR1## wherein R is hydrogen, alkyl or the like, R.sub.1 and R.sub.2 are each hydrogen, halogen or sulfo, l is 1 or 2, X is sulfo or the like or --V--A--(W).sub.m --Z, and Y is --V.sub.1 --A.sub.1 --U, wherein V and V.sub.1 are each --O-- or --S--, A and A.sub.1 are each a divalent group such as ##STR2## W is --NH-- or the like, Z is hydrogen or a fiber reactive group, and U is hydrogen, a fiber reactive group or a fiber reactive group-containing group, provided that at least one of Z and U is or has a fiber reactive group, which is useful for dyeing or printing fiber materials such as cotton to give a dyed or printed product having excellent fastness properties, particularly those such as light fastness and perspiration-light fastness.
    Type: Grant
    Filed: February 19, 1992
    Date of Patent: November 30, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kingo Akahori, Naoki Harada, Yutaka Kayane, Takashi Omura
  • Patent number: 5256774
    Abstract: Improved reactive dyestuffs have the following formula ##STR1## in which the substituents have the meaning given in the description.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: October 26, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Thomas Eizenhofer
  • Patent number: 5231172
    Abstract: There are described water-soluble fiber-reactive dye-stuffs which possess a triazinylamino radical to which is bonded as second substituent an amino group or an N-containing heterocyclic group which, bonded via an arylene, alkylene or aralkyl radical, possesses a fiber-reactive grouping of the vinyl sulfone series, and to which is bonded as third substituent a sulfonamide group, wherein the sulfone radical is substituted by optionally substituted aryl, alkylenearyl or arylenealkyl or optionally substituted amino groups.The dyestuffs are used for dyeing hydroxy - and/or carboxamido-containing material, in particular fiber material, such as cellulose fibers, wool and synthetic polyamide.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: July 27, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Thomas Beck, Werner H. Russ, Wilhelm Muhlig
  • Patent number: 5231171
    Abstract: Reactive dyes useful for dyeing or printing hydroxyl- or nitrogen-containing substrates have the formula ##STR1## where Rg is a radical of the formula ##STR2## Ar is the radical of a benzene or naphthalene ring, Z.sup.1 and Z.sup.2 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano, halogen or hydroxysulfonyl,Z.sup.3, Z.sup.4 and Z.sup.5 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted or unsubstituted phenyl,U is a group which is detachable under alkaline reaction conditions,X is in case a) the radical of a chromophore or in case b) the radical of a coupling component to which may additionally be attached, via an azo bridge, the radical of a diazo component and which may have additional reactive groups, andL is in case a) a bridge member or in case b) an azo bridge.
    Type: Grant
    Filed: December 13, 1991
    Date of Patent: July 27, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Marschner, Matthias Niedenbrueck, Bernd Siegel, Manfred Patsch, Klaus Pandl
  • Patent number: 5227475
    Abstract: Water-soluble dyestuffs which correspond to the formula (1) given below, have fiber-reactive properties and dye synthetic and natural materials, in particular fiber materials, containing hydroxyl and/or carboxamide groups, such as wool and in particular cellulose fiber materials, in deep shades ##STR1## in which: F is the radical of a dyestuff, such as of an azo dyestuff, heavy metal complex azo dyestuff, anthraquinone dyestuff or phthalocyanine dyestuff,R.sup.x is hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;n is the number 1 or 2; andQ is a group of the formula ##STR2## in whichR.sup.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: July 13, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Holger M. Buch, Reinhard Hahnle, Hartmut Springer
  • Patent number: 5210190
    Abstract: Anthraquinone dyes I ##STR1## (Ar = aryl, A = anthraquinonyl) are prepared by reacting a aryldihalotriazine II ##STR2## (Hal = chlorine or bromine) with an aminoanthraquinone IIIA--NH.sub.2in an N--C.sub.1 --C.sub.4 -alkylpyrrolid-2-one or -piperid-2-one, N-di-C.sub.1 -C.sub.4 -alkylacetamide or -propionamide or urea derivatives of the formula IV ##STR3## (R = identical or different alkyl groups of from 1 to 4 carbon atoms which can also be linked together to form a 5- or 6-membered ring containing the urea group) as solvent.
    Type: Grant
    Filed: October 22, 1991
    Date of Patent: May 11, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhard Helwig, Helmut Hoch, Gerhard Epple
  • Patent number: 5149790
    Abstract: Water-soluble reactive dyes of the formula: (1) which are suitable for the coloration of textile materials to give dyeings with good wash-off properties ##STR1## wherein D represents the radical of a water-soluble chromophoric compound; each of R, R.sup.1 and R.sup.2, independently, represents hydrogen or an optionally substituted alkyl radical and Q represents a radical of the formula: ##STR2## wherein each of X and Y, independently, represents halogen, alkyl, alkoxy, acylamino, nitro, carboxy or sulpho and each of n and m, independently, represents an integer from 0 to 2.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: September 22, 1992
    Assignee: Imperial Chemical Industries plc
    Inventor: John A. Taylor
  • Patent number: 5130429
    Abstract: Process for the methylation of compounds at least one group of the formula (I) ##STR1## by means of a mixture of formaldehyde and formic acid in a reaction medium consisting of an aromatic hydrocarbon solvent.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: July 14, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Piero Piccinelli, Ivan Orban, Martin Holer, Valerio Borzatta
  • Patent number: 5128455
    Abstract: Water-soluble fiber-reactive dyes which contain one or more groups of the general formula (1) ##STR1## where R.sup..alpha. and R.sup..beta. are each hydrogen or lower alkyl,R is hydrogen or sulfoY is vinyl or ethyl which is substituted in the .beta.-position by a substituent which is eliminatable under alkaline conditions,W is hydroxy, N-morpholino, N-piperidinyl, N-pyrrolidinyl or a group of the general formula (2) ##STR2## where G is hydrogen or alkyl of 1 to 6 carbon atoms andQ is a group of the general formula (2a), (2b), (2c) or (2d) ##STR3##--(CH.sub.2).sub.t --R.sup.a (2b)--(CH.sub.2).sub.t --O--(CH.sub.2).sub.w --R.sup.a (2c)--(CH.sub.2).sub.t --R.sup.2 (2d)whereR.sup.a is a group of the general formula --SO.sub.2 --Y, where Y is as defined above, or sulfo,R.sup.b is hydrogen, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, carboxy or chlorine,R.sup.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: July 7, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Patrick Scheidhauer, Karl-Michael Reichert, Guther Schwaiger, Kurt Hussong
  • Patent number: 5112971
    Abstract: Anthraquinone compounds of the formula, ##STR1## wherein R is hydrogen, alkyl or the like, R.sub.1 and R.sub.2 are each hydrogen, halogen or sulfo, l is 1 or 2, X is sulfo or the like or --V--A--(W).sub.m --Z, and Y is --V.sub.1 --A.sub.1 --U, wherein V and V.sub.1 are each --O-- or --S--, A and A.sub.1 are each a divalent group such as ##STR2## W is --NH-- or the like, Z is hydrogen or a fiber reactive group, and U is hydrogen, a fiber reactive group or a fiber reactive group-containing group, provided that at least one of Z and U is or has a fiber reactive group, which is useful for dyeing or printing fiber materials such as cotton to give a dyed or printed product having excellent fastness properties, particularly those such as light fastness and perspiration-light fastness.
    Type: Grant
    Filed: July 31, 1989
    Date of Patent: May 12, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kingo Akahori, Naoki Harada, Yutaka Kayane, Takashi Omura
  • Patent number: 5059681
    Abstract: A water-soluble reactive dye of the formula: ##STR1## wherein D represents a radical of a water-soluble azo dye selected from: (i) sulphonated monoazo radicals which are free from complexly bound metal and have the formula: ##STR2## wherein A represents a radical of the benzene or naphthalene series, R.sup.3 represents hydrogen or C.sub.1-8 -alkyl and one of U and V is SO.sub.3 H, the other being H, and(ii) a disazo radical of the formula: ##STR3## x represents Cl, Br, F, SO.sub.3 H or a quaternary ammonium group; R.sup.1 represents an optionally substituted C.sub.1-8 -alkyl radical; R.sup.2 represents hydrogen or an optionally substituted C.sub.1-8 -alkyl radical; andT represents a 1,3- or 1,4-phenylene radical which may carry one or more substituents selected from halogen, alkyl, alkoxy, acylamino, nitro and carboxy.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: October 22, 1991
    Assignee: Imperial Chemical Industries plc
    Inventor: John A. Taylor
  • Patent number: 5021558
    Abstract: Water-soluble fiber-reactive azo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylemthane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dyes which contain once or twice the group of the general formula ##STR1## in which: R.sup.x and R.sup.z are, independently of one another, hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;W is fluorine, chlorine, bromine, sulfo, phenylsulfonyl or alkylsulfonyl of 1 to 4 carbon atoms;Y is vinyl, .beta.-substituted, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-alkanoyloxyethyl of 2 to 5 carbon atoms in the alkanoyl radical, .beta.-benozoyloxyethyl, .beta.-(sulfobenzoyloxy)ethyl, .beta.-(p-toluenesulfonyloxy)ethyl or .beta.-halogenoethyl.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: June 4, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Holger M. Buch
  • 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: 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: 4906737
    Abstract: Fibre-reactive dyes of the formula ##STR1## wherein X is an alkyl or alkoxy group of 1 to 4 carbon atoms, a carboxy group or a halogen atom, each of R.sub.1 and R.sub.2 is independently a hydrogen atom or an alkyl group of 1 to 4 carbon atoms and D is the radical of an organic dye which contains sulpho groups, and the benzene ring A can contain further substituents apart from X and SO.sub.3 H.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: March 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert Seiler, Gert Hegar, Ester Hegar-Zimmerman
  • Patent number: 4864018
    Abstract: A compound of the formula: ##STR1## wherein X is a non-chromophoric bridging group which provides at least three single covalent bonds between Ring B and the group R;R is a group containing a reactive halogen atom; andeach A independently is H or an acidic group;provided that the molecule contains sufficient acidic groups to render it water soluble and then when X provides only 3 covalent bonds between Ring B and R, the latter is not a chlorodifuoropyrimidyl group, which is suitable for the preparation of a protein adsorbent or precipitant for use in the separation of mixtures of proteins.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: September 5, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Cecil V. Stead, Steven J. Burton, Christopher R. Lowe
  • Patent number: 4851528
    Abstract: A water-soluble anthraquinone compound of the formula: ##STR1## wherein A represents a divalent hydrocarbon group;X represents a divalent hydrocarbon group; andR.sup.1 & R.sup.2 each independently is H or alkyl or together, with X and the N atoms to which they are attached, represent a diazaheterocycle;R represents a monovalent hydrocarbon group;n is 0 or 1;Z is H or a group, Y--B;Y is a divalent heterocycle; andB is an activated halogen atom, and an adduct thereof with a carbohydrate substrate, capable of selectively absorbing certain proteinaceous materials and suitable for use in the chromatographic separation of proteins.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: July 25, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Cecil V. Stead, Steven J. Burton, Christopher R. Lowe
  • Patent number: 4837320
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.3 is phenyl substituted with sulpho have the meaning given in the description, and their use for the dyeing and printing of textile materials containing hydroxyl groups and containing nitrogen, especially textile materials consisting of natural and regenerated cellulose, and also those consisting of wool, silk and synthetic polyamide and polyurethane fibers. Dyeings obtained distinguish themselves by good fastness properties and high brilliancy.
    Type: Grant
    Filed: January 16, 1985
    Date of Patent: June 6, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
  • Patent number: 4812558
    Abstract: A triazine compound having at least one symtriazine moiety of the following formula, ##STR1## wherein R is hydrogen or unsubstituted or substituted alkyl, Y is vinyl or --CH.sub.2 CH.sub.2 L in which L is a group splittable by the action of an alkali, and Z is phenylene or naphthylene unsubstituted or substituted once by sulfo, which is useful for dyeing or printing fiber materials to give dyed or printed products of excellent fastness properties with superior dye performance, even when dyebath conditions including temperatures, pH, amounts of an inorganic salt and bath ratio are varied to some extent.
    Type: Grant
    Filed: November 10, 1987
    Date of Patent: March 14, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takashi Omura, Kazufumi Yokogawa
  • Patent number: 4785081
    Abstract: A new process for the production of reactive dyes by the reaction of cyanuric chloride with anionic dyes containing an amino group, which process comprises the adiabatic reaction of cyanuric chloride with the dye, at a temperature of 20.degree. to 80.degree. C. and a pH value of between 3.0 to 7.0, with the rapid addition of the educts within 1 to 30 minutes, produces reactive dyes in good yield and purity and is technically advantageous.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: November 15, 1988
    Assignee: Ciba-Geigy AG
    Inventor: Karlheinz Franke
  • Patent number: 4782140
    Abstract: The invention relates to novel useful reactive dyes of the formula I ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxanine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,P is 1 or 2 andA is a radical of the formula ##STR2## in which: the groups designated "alk" are independently of each other straight or branched polymethylene radicals having 2 to 6 carbon atoms, andZ is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.acetoxyethyl.
    Type: Grant
    Filed: October 2, 1986
    Date of Patent: November 1, 1988
    Assignee: Ciba-Giegy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4740597
    Abstract: The reaction of cyanuric fluoride with amines to form monocondensation products is possible in high yields by subjecting the educts to rapid thorough mixing and then bringing the reaction to completion under plug flow conditions.
    Type: Grant
    Filed: August 21, 1985
    Date of Patent: April 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Karlheinz Franke, Edmond Ruhlmann
  • Patent number: 4676803
    Abstract: The invention is directed to reactive azo dyestuffs, free from anionic groups and which contain a basic group and a halogenotriazinyl radical and are of the general formula ##STR1## in which D is the radical of an organic azo dyestuff which is free from anionic groups and is preferably free from basic groups,B is a direct bond or a bridge member to a ring C atom of D,R.sub.1 is H, alkyl, aralkyl or aryl andW is a halogenotriazinyl radical containing a basic group; the dyestuffs are useful for the dyeing and printing of fibre materials containing cellulose.
    Type: Grant
    Filed: May 14, 1986
    Date of Patent: June 30, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Robert Kuth, Klaus Wunderlich
  • Patent number: 4677199
    Abstract: Compounds of the general formula I ##STR1## wherein R.sup.1 is hydrogen, fluorine, chlorine or bromine, R.sup.2 is hydrogen, fluorine, chlorine, bromine, or nitro, B is aliphatic or a sulfo-substituted phenylene radical, and X is a dye radical, are useful for dyeing hydroxyl-containing textile material, in particular cotton.
    Type: Grant
    Filed: September 19, 1985
    Date of Patent: June 30, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Dietmar Augart, Heinz Eilingsfeld, Heinz Krueger, Hartmut Lardon, Ortwin Schaffer, Guenther Seybold
  • Patent number: 4649193
    Abstract: Water-soluble fibre-reactive dyestuffs containing one or two fibre-reactive groups of the vinylsulfone series and one or two fibre-reactive groups of the fluoro-s-triazinyl-amino series. These dyestuffs can be applied on fibre materials containing hydroxy and/or carbonamide groups by known application and fixation techniques for fibre-reactive dyes to yield deep and fast dyeings on these materials.
    Type: Grant
    Filed: August 1, 1983
    Date of Patent: March 10, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Joachim W. Otten, deceased, by Ursula Otten, heir, by Anna G. Rudolph nee Otten, heir
  • Patent number: 4631341
    Abstract: A compound, or a salt thereof, represented by the formula, ##STR1## wherein X is a halogen atom, Y is a group of --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z (in which Z is a group capable of being split by the action of an alkali), A is an unsubstituted or substituted phenylene or naphthylene group, B is a cycloalkylene group of the formula, ##STR2## an arylene group of the formula, ##STR3## or an alkylene of the formula --(CH.sub.2).sub.1 --, (in which R.sub.3 and R.sub.4 are independently a hydrogen atom or a methyl, ethyl or methoxy group, n is 0, 1 or 2 and 1 is an integer of 2 to 6), R.sub.1 and R.sub.
    Type: Grant
    Filed: May 16, 1984
    Date of Patent: December 23, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Takashi Omura, Katsumasa Otake, Akira Takeshita
  • Patent number: 4626589
    Abstract: A compound of the formula, ##STR1## wherein D is an organic dye moiety, R.sub.1 and R.sub.2 are independently hydrogen or a substituted or unsubstituted lower alkyl group, R.sub.3 is hydrogen or a substituted or unsubstituted lower alkyl, phenyl or naphthyl group, X.sub.1 and X.sub.2 are independently hydrogen, halogen or a lower alkyl, cyano, carbamoyl, vinyl, .beta.-hydroxyethyl, .beta.-sulfoethyl, .beta.-sulfatoethyl, carboxyl, carboxylic acid ester or sulfonic acid group, and Z is appended to the above-defined D or R.sub.3 and stands for --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y, in which Y is a group capable of being split by the action of an alkali, which is useful for dyeing hydroxyl or amido group-containing fiber materials with excellent build-up properties, thereby giving dyed products having excellent various fastness properties.
    Type: Grant
    Filed: February 7, 1985
    Date of Patent: December 2, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takashi Omura, Yutaka Kayane, Mikoto Takahashi, Tetsuya Miyamoto, Akira Takeshita, Naoki Harada, Katsumasa Otake
  • Patent number: 4621143
    Abstract: A number of novel amides were found to be highly effective as cockroach repellents.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: November 4, 1986
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventors: Terrence P. McGovern, George S. Burden
  • Patent number: 4507476
    Abstract: This invention relates to an anthraquinone dyestuff for cellulose containing fibers represented by the formula: ##STR1## wherein R.sup.1 represents amino or hydroxyl, R.sup.2 represents hydrogen, chlorine, bromine, cyano or --SO.sub.2 R wherein R represents methyl, ethyl or phenyl, R.sup.3 and R.sup.4 each represents hydrogen, amino, hydroxyl, nitro, chlorine or bromine, Y represents a connecting group consisting of --O-- or --S--, one of X.sup.1 and X.sup.2 is hydrogen and the other is a group of the formula: ##STR2## wherein --Z-- represents a connecting group consisting of --O-- or --S--, --W.sup.1 represents phenyl or --NR.sup.6 R.sup.7, R.sup.5 represents hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine or bromine, R.sup.6 and R.sup.7 each represents hydrogen or alkyl, alkenyl, cyclohexyl, aryl or aralkyl which may optionally be substituted by lower alkoxy, or NR.sup.6 R.sup.7 represents a 5-membered or 6-membered nitrogen-containing heterocyclic ring formed by combination of R.sup.6 and R.sup.
    Type: Grant
    Filed: January 5, 1984
    Date of Patent: March 26, 1985
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara
  • Patent number: 4503224
    Abstract: Reactive dyestuffs which are free from anionic groups, in particular sulpho and carboxyl groups, and contain a basic group and a halogenotriazinyl radical, and their use for dyeing and printing synthetic fibre materials. The dyeing obtained are distinguished by good fastness properties, of which, in addition to fastness to sublimation, light and dry cleaning, fastness to wet processing is to be singled out in particular.
    Type: Grant
    Filed: June 16, 1980
    Date of Patent: March 5, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Robert Kuth, Klaus Wunderlich
  • Patent number: 4472168
    Abstract: Lithium salts of fiber reactive dyestuffs are stabilized in aqueous solution with N,N dialkylamine benzene sulfonic acid salt/acid buffers.
    Type: Grant
    Filed: July 5, 1983
    Date of Patent: September 18, 1984
    Assignee: ICI Americas Inc.
    Inventor: Donald R. Gauthier
  • Patent number: 4442288
    Abstract: Water-soluble anthraquinone compounds of the formula (1) ##STR1## wherein M is a hydrogen atom or the equivalent of a metal, such as in particular sodium or potassium, R is a hydrogen atom, a halogen atom, the methyl, ethyl, methoxy, ethoxy or carboxy group, and X is the vinyl group, a .beta.-thiosulfatoethyl, .beta.-sulfatoethyl or the .beta.-chloroethyl group. These compounds may be prepared in a manner know by itself by reacting an anthraquinone compound of the formula (2) ##STR2## wherein M is defined as above, with an equimolar quantity of cyanuric chloride and an amine of the formula (4) ##STR3## wherein R and X are defined as above, or by reacting said anthraquinone compound of the formula (2) with a compound of the formula (5) ##STR4## wherein R and X are defined as above. The new compounds of the formula (1) are valuable dyestuffs having fiber-reactive properties.
    Type: Grant
    Filed: April 30, 1982
    Date of Patent: April 10, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Joachim W. Otten, deceased, by Ursla Otten, heir, by Anna G. Rudolph, heir
  • Patent number: 4436906
    Abstract: An anthraquinone dye for cellulose-containing fibers having the formula (I) indicated below and a process for producing the same are disclosed: ##STR1## wherein R.sup.1 is an amino group or a hydroxyl group; R.sup.2 is a hydrogen atom, a chlorine atom, a bromine atom, a cyano group or --SO.sub.2 R (wherein R is a lower alkyl group or a phenyl group); R.sup.3 and R.sup.4 are each a hydrogen atom, an amino group, a hydroxyl group, a nitro group, a chlorine atom or a bromine atom; Y is a bonding group --O-- or --S--; one of X.sup.1 and X.sup.2 is a hydrogen atom and the other is ##STR2## (wherein Z is a bonding group --O-- or --S--; R.sup.5 is a lower alkyl group, a lower alkoxy group or a hydrogen atom; R.sup.6 and R.sup.7 are each a hydrogen atom or an alkyl group, an alkenyl group, a cyanohexyl group, an aryl group or an aralkyl group which may be substituted by a cyano group, a hydroxyl group, a lower alkoxy group or a dialkylamino group, or NR.sup.6 R.sup.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: March 13, 1984
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Toshio Niwa, Toshio Hihara
  • Patent number: 4377688
    Abstract: Dyestuffs of the formula ##STR1## wherein X, R, R.sub.1, R.sub.2 and R.sub.3 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 with dyeings and prints which are fast to washing.
    Type: Grant
    Filed: December 6, 1979
    Date of Patent: March 22, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
  • Patent number: 4355163
    Abstract: Dyestuffs of the formula ##STR1## wherein X, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meaning indicated 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 with dyeings and prints which are fast to washing.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: October 19, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus von Oertzen, Wolfgang Harms, Klaus Wunderlich
  • Patent number: 4334068
    Abstract: Anthraquinone dyestuffs of the formula ##STR1## wherein A is an optionally substituted anthraquinone radical andR is an optionally substituted aryl radical, are obtained in outstanding yields, and without pollution of the effluent, by reacting 1 mol each of amino-anthraquinone and cyanuric chloride in excess phenol in a one-pot process and at 50.degree.-200.degree. C. in the absence of acid acceptors and organic solvents.
    Type: Grant
    Filed: December 4, 1980
    Date of Patent: June 8, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventor: Rutger Neeff
  • Patent number: 4332938
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 and R.sub.2 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 with dyeings and prints which are fast to washing. The dyeings obtained are distinguished by good fastness to light and wet processing.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: June 1, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
  • Patent number: 4325705
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: April 20, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlish, Klaus von Oertzen
  • Patent number: 4294580
    Abstract: Dyestuffs of the formula ##STR1## wherein Fb, W, R.sub.1, R.sub.2, R.sub.3, n and m have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or nitrogen, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for washfast dyeing and printing natural or regenerated cellulose.The dyeings obtained are distinguished by good fastness to wet processing.
    Type: Grant
    Filed: December 31, 1979
    Date of Patent: October 13, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hermann Henk, Klaus Wunderlich, Peter Wild
  • Patent number: 4284770
    Abstract: A process for the manufacture of vat dyes of the formula ##STR1## wherein each of A.sub.1 and A.sub.2 independently is a vattable radical, which comprises reacting compounds of the formula ##STR2## wherein X is halogen and A.sub.1 and A.sub.2 are as defined for formula (1), in a basic medium with hydrazine compounds.
    Type: Grant
    Filed: May 7, 1979
    Date of Patent: August 18, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4276047
    Abstract: An anthraquinone dye for direct printing and pad dyeing of cellulose-containing fibers and of the formula: ##STR1## wherein A represents a phenylene group, Y represents a group --NH-- or --C.sub.2 H.sub.4 O--, X represents a carbamoyl group which may be substituted with a lower alkyl group or a lower alkoxy-lower alkyl group, a sulfamoyl group which may be substituted with a lower alkyl group or a lower alkoxy-lower alkyl group, a halogen atom or a cyano group, and Z represents an amino group, a mono- or di-alkylamino group having 1-6 carbon atoms in total, an anilino group, a lower alkoxy group or a group --O(R.sup.1 O).sub.n -R.sup.2 in which R.sup.1 represents an ethylene group or a propylene group, R.sup.2 represents a methyl group or an ethyl group and n is an integer of 1-5.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: June 30, 1981
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Seiichi Imahori, Toshio Hihara, Tomio Yomeyama, Takao Hirota
  • Patent number: 4273553
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, m, n, p and X 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 woven fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose in dyeings and prints which are fast to washing. Blue dyeings and prints which are fast to light and wet processing are obtained.
    Type: Grant
    Filed: October 19, 1979
    Date of Patent: June 16, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Horst Jager, Klaus von Oertzen, Klaus Wunderlich
  • Patent number: 4265633
    Abstract: The invention provides a process for the manufacture of vat dyes of the formula ##STR1## wherein R is alkyl of 1 to 4 carbon atoms and X is an acyl radical, which comprises condensing a diaminoanthraquinone of the formula ##STR2## or mixtures of diaminoanthraquinones of the formula (2), with a 2,4-dihalogeno-6-alkylthio-s-triazine of the formula ##STR3## wherein Y is halogen and R is as defined for formula (1), in the molar ratio 2:1, and condensing the resulting intermediate of the formula ##STR4## with an acylating agent containing the acyl radical X which is as defined for formula (1), in the molar ratio 1:2.
    Type: Grant
    Filed: January 15, 1979
    Date of Patent: May 5, 1981
    Assignee: Ciba-Geigy AG
    Inventor: Athanassios Tzikas
  • Patent number: 4261889
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 is hydrogen or a low-molecular alkyl group, R.sub.2 is hydrogen, a low-molecular alkyl group, an aryl radical or the radical of an organic dyestuff containing sulpho groups, and R.sub.1 and R.sub.2 together with the nitrogen atom can form a ring, X.sub.1 and X.sub.2 are hydrogen, a sulpho group or the --N.dbd.N--K radical, wherein K is the radical of a coupling component and, if one X is the --N.dbd.N--K radical, the other X is a sulpho group, and the benzene ring A can contain further substituents.
    Type: Grant
    Filed: October 19, 1978
    Date of Patent: April 14, 1981
    Assignee: Ciba-Geigy Corp.
    Inventors: Herbert Seiler, Gert Hegar
  • Patent number: 4255325
    Abstract: Reactive dyestuffs of the formulaD-(T).sub.mwhereinD=the radical of an organic dyestuff,m=1-4 andT= ##STR1## wherein X and Y=a direct bond or a bridge member,W= ##STR2## acyl=an acyl radical and R.sub.1 -R.sub.3 =H, alkyl or aralkyl,the radical T being bonded, via X, to a C atom of an aromatic-carbocyclic or aromatic-heterocyclic ring of the chromophore and their use for dyeing and printing textile materials containing hydroxyl groups and textile materials containing nitrogen. The dyeings obtained are distinguished by good fastness properties, in particular excellent fastness to wet processing.
    Type: Grant
    Filed: November 14, 1978
    Date of Patent: March 10, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich, Klaus van Oertzen
  • Patent number: 4237284
    Abstract: The present invention relates to reactive dye-compounds of formula I, ##STR1## in which Y is hydrogen or sulpho,X is a straight chain or branched (C.sub.2-6) alkylene group or ##STR2## in which each of A.sub.1 and A.sub.2, independently, is a direct bond or a (C.sub.1-4) alkylene group, n is 1 or 2 and the ring D is optionally substituted by up to three (C.sub.1-4) alkyl groups,with the proviso that when n is 2, the group ##STR3## is the radical of an unsymmetrical diamine, R.sub.1 is hydrogen; (C.sub.1-4) alkyl; (C.sub.2-4) alkyl substituted in the .beta.,.gamma.-or .delta.-position by hydroxy and/or carboxy; or (C.sub.5-6) cycloalkyl or (C.sub.1-4) alkyl-substituted (C.sub.5-6) cycloalkylZ is the radical of a fibre reactive group which contains a single fibre reactive componentor mixtures thereof, which compounds are in free acid or water-soluble salt form and are useful as dyestuffs for dyeing or printing hydroxy group-containing or nitrogen containing organic textile substrates.
    Type: Grant
    Filed: September 14, 1978
    Date of Patent: December 2, 1980
    Assignee: Sandoz Ltd.
    Inventor: Roland Mislin
  • Patent number: 4230852
    Abstract: A dye, which is suitable for dyeing cellulosic fiber materials, of the formula, ##STR1## wherein R and R' are each hydrogen, a C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 hydroxyalkyl, m is an integer of 1 to 6, n and n' are each an integer of 2 to 4, and when m is 2 or more, n may be the same or different integer between 2 and 4, X is hydrogen or a group of the formula ##STR2## (wherein Q is a dye residue, R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl and R.sub.2 is halogen); Y is hydrogen or a group of the formula ##STR3## (wherein Q' is a dye residue, and when m is 2 or more, Q's may be the same or different, R.sub.1 ' is hydrogen or a C.sub.1 -C.sub.4 alkyl and R.sub.2 ' is halogen); Z is hydrogen or a group of the formula ##STR4## (wherein Q" is a dye residue, R.sub.1 " is hydrogen or a C.sub.1 -C.sub.4 alkyl and R.sub.2 " is halogen, Q, Q' and Q" may independently be the same or different and X, Y and Z are not hydrogen at the same time).
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: October 28, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshihisa Sueda, Suketsugu Koumura, Kazuyoshi Hirabayashi, Hirohito Kenmochi, Hisashige Terao, Yoshio Mori