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).

  • Patent number: 6034226
    Abstract: 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: Grant
    Filed: May 13, 1999
    Date of Patent: March 7, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Herzig, Antoine Clement, Alfons Arquint
  • Patent number: 6007586
    Abstract: 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: Grant
    Filed: June 17, 1998
    Date of Patent: December 28, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Peter Aeschlimann, Paul Herzig
  • Patent number: 6008332
    Abstract: 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: Grant
    Filed: July 17, 1996
    Date of Patent: December 28, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Herzig, Romeo Dreier
  • Patent number: 5942604
    Abstract: 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: Grant
    Filed: February 20, 1998
    Date of Patent: August 24, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Herzig, Antoine Clement, Romeo Dreier, Alfons Arquint
  • Patent number: 5939579
    Abstract: 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: Grant
    Filed: July 6, 1998
    Date of Patent: August 17, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Herzig, Antoine Clement, Alfons Arquint
  • Patent number: 5869628
    Abstract: 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: Grant
    Filed: August 26, 1997
    Date of Patent: February 9, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Herzig, Antoine Clement
  • Patent number: 5817779
    Abstract: 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: Grant
    Filed: January 15, 1997
    Date of Patent: October 6, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Rolf Deitz, Paul Herzig, Athanassios Tzikas
  • Patent number: 5665125
    Abstract: 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: Grant
    Filed: December 27, 1995
    Date of Patent: September 9, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Herzig, Anton Andreoli
  • Patent number: 5576445
    Abstract: 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: Grant
    Filed: May 26, 1995
    Date of Patent: November 19, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Herzig, Anton Andreoli
  • Patent number: 5565553
    Abstract: 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: Grant
    Filed: January 11, 1996
    Date of Patent: October 15, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Paul Herzig, Athanassios Tzikas
  • Patent number: 5548071
    Abstract: 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: Grant
    Filed: May 13, 1994
    Date of Patent: August 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Athanassios Tzikas, Paul Herzig
  • Patent number: 5532345
    Abstract: 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: Grant
    Filed: May 26, 1995
    Date of Patent: July 2, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Herzig, Anton Andreoli
  • Patent number: 5434252
    Abstract: 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: Grant
    Filed: October 25, 1994
    Date of Patent: July 18, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Herzig, Athanassios Tzikas, Anton Andreoli, Claudia Carisch
  • Patent number: 5207801
    Abstract: 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: Grant
    Filed: November 5, 1991
    Date of Patent: May 4, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Aeschlimann, Paul Herzig, Athanassios Tzikas
  • Patent number: 5189206
    Abstract: 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: Grant
    Filed: August 12, 1991
    Date of Patent: February 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Paul Herzig
  • Patent number: 5128456
    Abstract: 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: Grant
    Filed: October 26, 1990
    Date of Patent: July 7, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig
  • Patent number: 5081296
    Abstract: 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: Grant
    Filed: April 17, 1990
    Date of Patent: January 14, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig
  • Patent number: 5041539
    Abstract: 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: Grant
    Filed: June 19, 1989
    Date of Patent: August 20, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig, Jurgen Markert
  • 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: 4786721
    Abstract: 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: Grant
    Filed: August 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig