Patents by Inventor Paul Herzig
Paul Herzig has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 6034226Abstract: Disperse dyes of formula ##STR1## wherein R is nitro or cyano, R.sub.1 is halogen, R.sub.2 is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.3 alkoxy, halogen, cyano or phenyl, R.sub.3 is C.sub.1 -C.sub.4 alkyl, R.sub.4 is methyl or ethyl, R.sub.5 is hydrogen, methyl or ethyl, and R6 is methyl or ethyl, with the proviso that R.sub.5 is not hydrogen if R is nitro, R.sub.1 is halogen and R.sub.2 is C.sub.1 -C.sub.4 alkyl.These dyes are particularly suitable for dyeing and printing textile materials consisting of polyester fibres.Type: GrantFiled: May 13, 1999Date of Patent: March 7, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Herzig, Antoine Clement, Alfons Arquint
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Patent number: 6007586Abstract: The present invention describes a process for dyeing or printing fiber material by the pigment dyeing or pigment printing process, which comprises applying to the fiber material, and subsequently fixing, a dyeing liquor or a print paste comprising at least one dye of the formulaD--(X).sub.n (1)in whichD is a radical of an insoluble organic dye of the phthalocyanine, perinone, indigoid, thioindigoid, dioxazine, diketopyrrolopyrrole, isoindolinone, perylene, quinacridone, metal complex, monoazo, disazo, trisazo or anthraquinone series, X is a hydrophilic polar radical, and n is 1, 2 or 3, and at least one pigment dye binder, and also, if desired, further auxiliaries.Type: GrantFiled: June 17, 1998Date of Patent: December 28, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Peter Aeschlimann, Paul Herzig
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Patent number: 6008332Abstract: Disperse azo dyes of formula ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.2 alkyl, halogen, NH--CO--R.sub.5 or O--SO.sub.2 --R.sub.6 ; R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, unsubstituted C.sub.1 -C.sub.8 alkoxy or C.sub.1 -C.sub.8 alkoxy which is substituted by halogen, cyano, phenyl, --Y--C.sub.1 -C.sub.8 alkyl or --Y-phenyl; R.sub.3 is unsubstituted C.sub.1 -C.sub.8 alkyl or C.sub.1 -C.sub.8 alkyl which is substituted by hydroxy, cyano, vinyl, phenyl, halogen, --X-phenyl or --X--C.sub.1 -C.sub.8 alkyl, and --X--C.sub.1 -C.sub.8 alkyl may be substituted by halogen or cyano and --X-phenyl may be substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; R.sub.4 is hydrogen or, independently of R.sub.3, has the meaning of R.sub.3, and R.sub.3 and R.sub.4, together with the linking nitrogen atom, can also be a heterocyclic radical; R.sub.5 is unsubstituted C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkyl which is substituted by halogen, phenyl, cyano or C.sub.1 -C.sub.Type: GrantFiled: July 17, 1996Date of Patent: December 28, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Herzig, Romeo Dreier
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Patent number: 5942604Abstract: A dye mixture, which comprises as component (A) a dye of formula as component (B) a dye of formula ##STR1## and/or as component (C) a dye of formula ##STR2## wherein D, X and Y are as defined in the specification. These dyes are particularly suitable for dyeing polyester fiber textile material.Type: GrantFiled: February 20, 1998Date of Patent: August 24, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Herzig, Antoine Clement, Romeo Dreier, Alfons Arquint
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Patent number: 5939579Abstract: Disperse dyes of formula wherein R is nitro or cyano, R.sub.1 is halogen, R.sub.2 is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.3 alkoxy, halogen, cyano or phenyl, R.sub.3 is C.sub.1 -C.sub.4 alkyl, R.sub.4 is methyl or ethyl, R.sub.5 is hydrogen, methyl or ethyl, and R.sub.6 is methyl or ethyl, with the proviso that R.sub.5 is not hydrogen if R is nitro, R.sub.1 is halogen and R.sub.2 is C.sub.1 -C.sub.4 alkyl.These dyes are particularly suitable for dyeing and printing textile materials consisting of polyester fibres.Type: GrantFiled: July 6, 1998Date of Patent: August 17, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Herzig, Antoine Clement, Alfons Arquint
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Patent number: 5869628Abstract: Disperse dyes of formula ##STR1## wherein R.sub.1 is chloro or bromo,R.sub.2 is methyl or ethyl, andR.sub.3 is methyl or ethyl.The dyes are particularly suitable for dyeing or printing polyester fiber textile material.Type: GrantFiled: August 26, 1997Date of Patent: February 9, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Herzig, Antoine Clement
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Patent number: 5817779Abstract: Described are compounds of formula ##STR1## which are suitable as fibre-reactive dyes for dyeing and printing a very wide range of different fibre materials.Type: GrantFiled: January 15, 1997Date of Patent: October 6, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Rolf Deitz, Paul Herzig, Athanassios Tzikas
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Patent number: 5665125Abstract: Mixtures comprising a compound of the formula ##STR1## and a compound of the formula ##STR2## in which K is the radical of a coupling component, s is the same in the compounds of formulae (16a) and (16b) and is the number 1 or 2, R and R' are each hydrogen, sulfo, hydroxyl, C.sub.1 -C.sub.4 alkoxy, halogen or cyano, A is C.sub.1 -C.sub.6 alkylene which is optionally substituted by halogen, hydroxyl, sulfato, carboxyl, cyano, C.sub.2 -C.sub.4 alkanoyloxy, C.sub.1 -C.sub.4 alkoxycarbonyl or carbamoyl or interrupted by a group --O-- or --NR"--, or is C.sub.1 -C.sub.6 alkylenephenylene which is unsubstituted or substituted in the phenyl part by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen or sulfo, and R" is hydrogen or C.sub.1 -C.sub.4 alkyl, and the ratio of the compounds of formulae (16a) and (16b) is about 1:1, are suitable as fibre-reactive dyes for dyeing or printing widely varying fibre materials.Type: GrantFiled: December 27, 1995Date of Patent: September 9, 1997Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Anton Andreoli
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Patent number: 5576445Abstract: Compounds of the formula ##STR1## in which the variables are as defined in the claims and which are suitable diazo components for the synthesis of fibre-reactive dyes are described.Type: GrantFiled: May 26, 1995Date of Patent: November 19, 1996Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Anton Andreoli
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Patent number: 5565553Abstract: Reactive dyes of the formula ##STR1## where A, K and Z are each as defined in the claims, are especially useful for dyeing or printing cellulosic fiber materials, producing dyeings and prints having good fastness properties in a high yield.Type: GrantFiled: January 11, 1996Date of Patent: October 15, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Paul Herzig, Athanassios Tzikas
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Patent number: 5548071Abstract: The invention relates to compounds of the formula ##STR1## where the variables are each as defined in the claims. The compounds are suitable for use as dyes, in particular for dyeing and printing cellulose-containing fibre materials and produce dyeings and prints having good allround fastness properties.Type: GrantFiled: May 13, 1994Date of Patent: August 20, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Athanassios Tzikas, Paul Herzig
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Patent number: 5532345Abstract: Compounds of the formula ##STR1## in which the variables are as defined in the claims, which are suitable as fibre-reactive dyes for dyeing or printing widely varying fibre materials, are described.Type: GrantFiled: May 26, 1995Date of Patent: July 2, 1996Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Anton Andreoli
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Patent number: 5434252Abstract: Reactive dyes of the formula ##STR1## in which D, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in claim 1, are particularly suitable for dyeing or printing cellulosic fiber materials or naturally occurring or synthetic polyamide fiber materials with a high tinctorial yield, and produce dyeings and prints having good fastness properties.Type: GrantFiled: October 25, 1994Date of Patent: July 18, 1995Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Athanassios Tzikas, Anton Andreoli, Claudia Carisch
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Patent number: 5207801Abstract: The invention relates to reactive dye mixtures comprising the reactive dyes of the formulae ##STR1## in which X.sub.1, X.sub.2 and X.sub.3 are reactive radicals bonded via a diaminoalkylene bridge and the other substituents are as defined in claim 1.The reactive dye mixtures are suitable for dyeing and printing cellulosic fibre materials and give wet- and light-fast dyeings in luminous blue shades.Type: GrantFiled: November 5, 1991Date of Patent: May 4, 1993Assignee: Ciba-Geigy CorporationInventors: Peter Aeschlimann, Paul Herzig, Athanassios Tzikas
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Patent number: 5189206Abstract: There is disclosed a process for the preparation of compounds of formula ##STR1## wherein the symbols are as defined in claim 1, which process comprises dissolving a compound of formula ##STR2## in sulfuric acid, adding this solution to oleum and reacting the mixture in the temperature range from 10.degree. to 80.degree. C. until a sulfo group has been completely introduced, and, in an optional further step, subjecting the reaction mixture to further reaction in the temperature range from 100.degree. to 200.degree. C. to introduce a second sulfo group.The compounds of formula (1) obtainable by this process are useful intermediates for the synthesis of dyes and are particularly suitable diazo components for the synthesis of azo dyes.Type: GrantFiled: August 12, 1991Date of Patent: February 23, 1993Assignee: Ciba-Geigy CorporationInventor: Paul Herzig
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Patent number: 5128456Abstract: Novel reactive dyes of the formula ##STR1## in which (R).sub.0-3 is 0-3 substituents R, independent of one another, from the group comprising halogen, nitro, cyano, trifluoromethyl, sulfamoyl, carbamoyl, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino, acetylamino, ureido, hydroxyl, carboxyl, sulfomethyl and sulfo, R.sub.1 is hydrogen, C.sub.1-8 alky or C.sub.5-7 cycloalkyl and R.sub.2 is C.sub.1-8 alkyl or C.sub.5-7 cycloalkyl, it being possible for the alkyl and cycloalkyl radicals R.sub.1 and R.sub.2 to be substituted independently of one another by hydroxyl, C.sub.1-4 alkoxy, hydroxy-C.sub.1-4 alkoxy, HO--(CH.sub.2 CH.sub.2 --O).sub.2-4 --, sulfato-C.sub.1-4 alkoxy, C.sub.2-4 alkanoyl, C.sub.1-4 alkoxy-carbonyl, C.sub.2-4 alkanoyloxy, carboxyl, cyano, halogen, C.sub.1-4 alkylamino, or N,N-Di-C.sub.1-4 alkylamino, or sulfato, or in which R.sub.1 is C.sub.1-8 alkyl or C.sub.5-7 cycloalkyl, and the alkyl or cycloalkyl radical can be substituted as defined, and R.sub.2 is a C.sub.1-8 alkyl or C.sub.Type: GrantFiled: October 26, 1990Date of Patent: July 7, 1992Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig
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Patent number: 5081296Abstract: This application relates to intermediates useful for the preparation of fiber-reactive dyes, said intermediates having the formulae ##STR1## in which B is a --(CH.sub.2).sub.n -- or --O--(CH.sub.2).sub.n -- radical, where n is 1 to 6; Q is selected from the group consisting of hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl and sulfo; and A is an amino substituent of the formula ##STR2## and Z and Z', independently of one another, are .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.-haloethyl or vinyl.Type: GrantFiled: April 17, 1990Date of Patent: January 14, 1992Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig
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Patent number: 5041539Abstract: The invention relates to a process for the preparation of concentrated storage-stable aqueous solutions of yellow azo- and azoxystilbene dyes which are obtained by self-condensation of 4-nitrotoluene-2-sulfonic acid in the presence of an alkali metal hydroxide, by converting the sparingly soluble alkali metal salt of the dye into a water-soluble ammonium salt by double cation exchange via a lipophilic ammonium salt, which process comprises carrying out the double ion exchange in a two-phase system of nitrobenzene/water and using, for the first ion exchange a di- or trialkylamine containing a total of 12 to 40 carbon atoms and, for the second ion exchange, a mono-, di- or trialkanolamine containing 2 to 4 carbon atoms in each alkyl moiety.The concentrated storage-stable dye solutions so obtained are particularly suitable for dyeing paper.Type: GrantFiled: June 19, 1989Date of Patent: August 20, 1991Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig, Jurgen Markert
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Patent number: 4876334Abstract: 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: GrantFiled: February 1, 1988Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig
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Patent number: 4786721Abstract: The reactive dyes are useful, in particular, for dyeing or printing cellulose-containing fiber materials by the cold pad-batch method and produce, with a high dyeing yield, dyeings and prints having good fastness properties.Type: GrantFiled: August 13, 1986Date of Patent: November 22, 1988Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig