Nitrogen Bonded Directly To The Sulfonyl Group Patents (Class 540/133)
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Patent number: 5278292Abstract: Water-soluble fiber-reactive dyes are described conforming to the below-indicated formula (1) which are capable of dyeing hydroxyl- and/or carboxamido-containing material, in particular fiber material, such as wool and in particular cellulose fiber materials, in strong, fast shades. ##STR1## in which F is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, triphenoldioxazine, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, formazan, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye;R.sup.x is hydrogen or alkyl of 1 to 4 carbon atoms;R is hydrogen, sulfo, carboxyl, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or chlorine;w is 1, 2, 3 or 4;Y is vinyl or an ethyl group which contains in the .beta.-position a substituent which is eliminable by alkali to form a vinyl group;n is 1 or 2.Type: GrantFiled: July 17, 1992Date of Patent: January 11, 1994Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Rolf Gleissner, Gunther Schwaiger
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Patent number: 5177200Abstract: A colorant for natural or synthetic resinous or polymeric materials, having the formula A--[SO.sub.2 --N(R.sub.2)--Y].sub.1-4 ; wherein: R.sub.Type: GrantFiled: May 19, 1989Date of Patent: January 5, 1993Assignee: Milliken Research CorporationInventors: Edward W. Kluger, John W. Rekers, David J. Moody
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Patent number: 5166338Abstract: Anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone and perylenetetracarbimide dyes which contain one or two groups of the general formula ##STR1## where Y is vinyl or an ethyl group which contains in a .beta.-position a substituent which is eliminable by means of alkali to form a vinyl group, and W is a direct bond or a group of the general formula ##STR2## where M is a hydrogen atom or an alkali metal and n is zero, 1 or 2. The dyes have very good fiber-reactive properties and are advantageously suitable for dyeing carboxamino- and/or hydroxy-containing material, for example wool, in particular cellulose fiber materials; on these materials they produce strong fast shades in a high degree of fixation.Type: GrantFiled: February 13, 1991Date of Patent: November 24, 1992Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Josef Geisenberger, Hartmut Springer
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Patent number: 5149800Abstract: A colorant for natural or synthetic resinous or polymeric materials, having the formula:A--[D--Z--SO.sub.2 --N(R.sub.2)--Y].sub.1-16wherein; R.sub.2 is selected from hydrogen, methyl, cyclohexyl, phenyl or Y; A is a nonionic metallophthalocyanine chromophore which can be substituted for example with halogen, alkyl, alkoxy, alkylthio, or aryloxy; Z is an arylene moiety; D is a linking group being or containing at least one of --O--, --S--, --SO.sub.2 --, --N(R.sub.3)--, or --N(SO.sub.2 R.sub.4)-- as the linking moiety, wherein R.sub.4 is unsubstituted or substituted alkyl, cycloalkyl or aryl, and R.sub.3 is R.sub.Type: GrantFiled: June 26, 1989Date of Patent: September 22, 1992Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Max A. Weaver
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Patent number: 5084068Abstract: Compounds of the formula ##STR1## and mixtures thereof, whereineach Mt is independently copper, nickel or cobalt,each Pc is the phthalocyanine radical,each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy,each R.sub.5 and R.sub.6 is independently C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by halo, cyano, hydroxy or phenyl; or C.sub.5-6 cycloalkyl,each W.sub.1 is independently --A--.sup..sym. NR.sub.1 R.sub.2 R.sub.3 An.sup..crclbar. or --A--NR.sub.2 R.sub.3, wherein R.sub.1 is hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by halo, cyano, hydroxy or phenyl; or C.sub.5-6 cycloalkyl, andeach of R.sub.2 and R.sub.3 is independently C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by halo, cyano, hydroxy or phenyl; or C.sub.Type: GrantFiled: February 23, 1990Date of Patent: January 28, 1992Assignee: Sandoz Ltd.Inventors: Helmut A. Moser, Roland Wald
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Patent number: 5047514Abstract: Reactive dyes which contain at least one radical of the formula--SO.sub.2 --CH.dbd.CH.sub.2 (1a)or--SO.sub.2 --CH.sub.2 CH.sub.2 --X (1b)and at least one radical of the formula ##STR1## in which X is an inorganic or organic radical detachable under alkaline conditions, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, Y is oxygen or sulfur and R.sub.1 is a substituted or unsubstituted aliphatic radical, give dyeings or prints having good fastness properties.Type: GrantFiled: November 5, 1987Date of Patent: September 10, 1991Assignee: Ciba-Geigy CorporationInventors: Peter Scheibli, Karl Seitz
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Patent number: 5015735Abstract: A process for the preparation of a copper phthalocyanine pigment which comprises adding a dry ground mixture of crude copper phthalocyanine containing 0.1 to 20% by weight of a crystal growth inhibitor to a 50 to 90% by weight aqueous solution of sulfuric acid to obtain a sulfuric acid slurry of the dry ground mixture, adding water to the slurry to form a precipitate and recovering it to obtain pigment grade copper phthalocyanine. The copper phthalocyanine pigment prepared according to the present invention is usable in coating materials, inks or plastics.Type: GrantFiled: December 4, 1989Date of Patent: May 14, 1991Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Yusaku Ide, Koji Nakamura, Shigeki Kato
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Patent number: 4978747Abstract: Colorants are obtained by reacting a dyestuff which is free from ionic groups and has.gtoreq.2 NH.sub.2 groups which are preferably arranged in such a manner that they do not participate in the resonance of the chromophore with such an amount of a (cyclo)aliphatic diisocyante so as to form an adduct that still contains at least two free NCO groups, and subsequently reacting this adduct with a (cyclo)aliphatic diamine, to form an adduct suitable for dyeing and pigmenting macromolecular substances, in particular for coloring PUR-based paints, coatings and laminates.Type: GrantFiled: April 13, 1989Date of Patent: December 18, 1990Assignee: Bayer AktiengesellschaftInventors: Karl-Arnold Weber, Hermann Henk, Klaus Kunde, Jochen Westphal, Klaus Wunderlich
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Patent number: 4968782Abstract: Reactive dyes of the formula ##STR1## in which D is the radial of an anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye; Q is hydrogen or alkyl which has 1 to 4 carbon atoms and can be substituted by carboxyl, sulfo, cyano, hydroxyl, C.sub.1- C.sub.4 alkoxy or halogen; B is a radical --CH.sub.2n, --O--CH.sub.2n or --NH --CH.sub.2n and n is 1 to 6; R is a radical of the formula ##STR2## Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.-halogenoethyl or vinyl; alk is an alkylene radical having 1 to 6 C atoms or branched isomers thereof; Y is hydrogen, chlorine, bromine, flourine, hydroxyl, sulfato, acyloxy having 1 to 4 C atoms, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms, carbamoyl or a radical --SO.sub.Type: GrantFiled: October 13, 1989Date of Patent: November 6, 1990Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Peter Aeschlimann
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Patent number: 4963660Abstract: Free radical heavy metal ions in water-soluble heavy metal complex dyestuffs are removed from the synthesis solution of the heavy metal complex dyestuff by means of a compound or several of the compounds mentioned below:(a) saturated and unsaturated fatty acids having about 8 to 18 carbon atoms and water-soluble salts thereof;(b) the monoesters and diesters of orthophosphoric acid and salts thereof corresponding to the general formula (1a) and (1b) ##STR1## in which R denotes a saturated or unsaturated aliphatic radical having about 8 to 18 carbon atoms and M stands for a hydrogen atom or a salt-forming, water-solubilizing metal;(c) aliphatic sulfonic acids and water-soluble salts thereof corresponding to the general formula (2)R--SO.sub.Type: GrantFiled: August 30, 1988Date of Patent: October 16, 1990Assignee: Hoechst AktiengesellschaftInventors: Uwe Mrotzeck, Peter Mischke, Gunther Schwaiger, Werner Russ, Manfred Sittig
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Patent number: 4952688Abstract: Phthalocyanine compounds having fiber-reactive dye properties which dye hydroxyl- and/or carboxamido-containing material, in particular fiber material, such as cellulose fibers, wool and synthetic polyamide fibers, in fast and deep shades and which conform to the general formula (1) ##STR1## where Pc is the radical of copper- or nickel-phthalocyanine whose benzene nuclei can be substituted by chlorine or phenyl,R is a hydrogen atom or an alkyl group of 1 to 4 carbon atoms which can be substituted by a hydroxy, sulfato, cyano or sulfo group,M is a hydrogen atom or one equivalent of a salt-forming metal, preferably a hydrogen atom or an alkali metal,Y is a vinyl group or preferably a .beta.-sulfatoethyl group,R.sup.1 is a hydrogen atom or an alkyl group of 1 to 4 carbon atoms which can be substituted, andR.sup.2 has one of the meanings of R.sup.1 and is identical to R.sup.1 or different from R.sup.1 or --NR.sup.1 R.sup.Type: GrantFiled: August 17, 1988Date of Patent: August 28, 1990Assignee: Hoechst AktiengesellschaftInventor: Hartmut Springer
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Patent number: 4935501Abstract: 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: GrantFiled: March 7, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Fiber-reactive dyes containing an aniline radical which carries two different vinylsulfonyl moieties
Patent number: 4929719Abstract: Reactive dyes which are particularly suitable for dyeing and printing cellulose containing fiber materials by the cold padbatch process and which produce, in high dye yield, dyeings and prints having good fastness properties containing the radical of an amine of the formula ##STR1## in which R is hydrogen, halogen, hydroxyl or sulfo, Z is a radical of the formula --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Y, Y is a detachable group, R' is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by --COOH, --CN, --OH or --SO.sub.3 H, and E is a radical of the formula ##STR2## in which R' and Z are as defined above, alk, alk' and alk" independently of one another are a C.sub.1 -C.sub.6 alkylene radical, U is hydrogen, halogen, hydroxyl, sulfato, C.sub.1 -C.sub.4 alkanoyloxy, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above, V is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.Type: GrantFiled: August 10, 1989Date of Patent: May 29, 1990Assignee: Ciba-Geigy CorporationInventors: Hansrudolf Schwander, Athanassios Tzikas, Peter Aeschlimann -
Patent number: 4877802Abstract: The invention provides thiazole derivatives of general formula I; ##STR1## or an acid-addition salt or metal salt complex thereof, in which R represents an optionally substituted aryl group; R.sup.1 represents a hydrogen atom or an optionally substituted alkyl, alkenyl or alkynyl group; R.sup.2 represents a hydrogen or halogen atom or an alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, hydroxyl, cyano, nitro, amino, alkylamino, dialkylamino or morpholine group; X represents an oxygen or sulphur atom, a carbonyl group or a group --CR.sup.4 R.sup.5 -- where R.sup.4 and R.sup.5 independently represent a hydrogen atom or an alkoxy group; Y represents an oxygen or sulphur atom; n represents an integer from 0 to 6; m is 0 or 1; and Z represents a phenyl group; processes for their preparation; compositions containing such compounds and their use as fungicides.Type: GrantFiled: May 27, 1988Date of Patent: October 31, 1989Assignee: Shell Internationale Research Maatschappij B.V.Inventors: John R. H. Wilson, Ernest Haddock
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Patent number: 4783386Abstract: Provided is an optical information recording medium and a method of recording information thereon. The information layer of the recording medium comprises an anthracyanine or phenanthracyanine chromophore compound. In a preferred embodiment, the chromophore is substituted with at least one substituent conferring film forming properties to the chromophore, e.g., a monomer or oligomeric substituent comprised of acid, amide or ester units. The resulting information layer exhibits strong absorption in the range of from about 780-850 nm. Employing an anthracyanine or phenanthracyanine chromophore substituted with a film forming substituent further offers the advantages of a single component material exhibiting good thermomechanical properties.Type: GrantFiled: January 12, 1987Date of Patent: November 8, 1988Assignee: Hoechst Celanese CorporationInventors: David E. Nikles, R. Sidney Jones, Jr., James E. Kuder
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Patent number: 4745187Abstract: Water-soluble phthalocyanine dyestuffs having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups are prepared by reaction of phthalocyanine sulfonyl chlorides, which may contain sulfo groups, with a primary or secondary amine having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups and, if appropriate, with a second primary or secondary amine of the aliphatic, heterocyclic or aromatic series, in the presence of a pyridinesulfonamide or pyridinecarboxamide.Type: GrantFiled: January 29, 1987Date of Patent: May 17, 1988Assignee: Hoechst AktiengesellschaftInventor: Hartmut Springer
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Patent number: 4677206Abstract: There is described a photographic system wherein development of an exposed photosensitive element with an aqueous alkaline photographic developing composition is effected in the presence of a compound which releases a quaternary in alkaline environment. Photographic products and processes utilizing such compounds are also disclosed.Type: GrantFiled: February 20, 1986Date of Patent: June 30, 1987Assignee: Polaroid Corporation, Patent Dept.Inventor: John M. Dolphin
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Patent number: 4652635Abstract: A method for converting ether groups such as alkyl or aryl ether groups including hydroquinone ether groups to hydroxyl groups and ester groups such as alkyl or aryl ester groups to carboxylic acid groups which comprises reacting a compound including at least one ether and/or ester group with a 2-halo-1,3,2-benzodioxaborole to form an intermediate and hydrolyzing the intermediate such as by quenching it into water to form the desired final product.Type: GrantFiled: June 15, 1984Date of Patent: March 24, 1987Assignee: Polaroid CorporationInventor: Patrick F. King
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Patent number: 4648992Abstract: Novel phthalocyanine compounds are described, which have the formula ##STR1## in which MePc is the Si(IV)-, P(V)-, Ti(IV)-, Ge(IV)-, Cr(IV)-, Ga(III)-, Zr(IV)-, In(III)-, Sn(IV)- or Hf(IV)- phthalocyanine or -naphthalocyanine ring system, A is an anionic, nonionic or cationic group which imparts solubility in water, Z is the counter-ion to A, if the latter is an ionic group, and is 0 if A is a nonionic group, n is any desired number from 1 to 8, Y is a neutral substituent which does not impart solubility in water and p is any desired number from 0 to 6, it being possible for the groups AZ and Y present in the molecule to be identical or different in either case, and the sum of n+p being not more than 8 and MePc not being the Sn(IV)-phthalocyanine or Sn(IV)-naphthalocyanine ring system if p is 0 and if the only groups imparting water-solubility in the molecule are sulfo groups.Type: GrantFiled: February 11, 1985Date of Patent: March 10, 1987Assignee: Ciba-Geigy CorporationInventors: Gregor Graf, Gerd Holzle, Gerhard Reinert