Patents by Inventor Rudolf Zink

Rudolf Zink 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: 5143892
    Abstract: Chromogenic phthalides of formula ##STR1## wherein X, R.sub.1 and R.sub.2 are each independently of the other C.sub.3 -C.sub.6 alkyl,Y.sub.1 is hydrogen, alkyl or not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is acyl of 1 to 12 carbon atoms, benzyl or benzyl which is substituted by halogen, cyano, lower alkyl or lower alkoxy,Y.sub.2 is hydrogen, lower alkyl or phenyl, andthe benzene rings A and B are each independently of the other unsubstituted or substituted by halogen, nitro, lower alkyl, lower alkoxy, lower alkylthio, lower alkoxycarbonyl, amino, mono-lower alkylamino, di-lower alkylamino or lower alkanoylamino.These phthalides are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and give intense blue or violet blue colored images.
    Type: Grant
    Filed: May 14, 1991
    Date of Patent: September 1, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 5071480
    Abstract: Fluoran color former mixtures which contain at least(a) a fluoran compound of the formula ##STR1## (b) a fluoran compound of the formula ##STR2## in which R.sub.1, R.sub.3 and R.sub.4 are hydrogen, halogen, lower alkyl or lower alkoxy,R.sub.2 is halogen, lower alkyl or lower alkoxy,X.sub.1, X.sub.2, Y.sub.1 and Y.sub.2 are hydrogen, unsubstituted or halogen, hydroxyl, cyano or (lower alkoxy)-substituted alkyl, cycloalkyl, aryl or aralkyl,X.sub.3 and Y.sub.3 are hydrogen, unsubstituted or halogen-hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl, aryl or aralkyl,X.sub.4 and Y.sub.4 are unsubstituted or halogen-, hydroxyl-, cyano- or (lower alkoxy)-substituted alkyl, cycloalkyl or aralkyl or(X.sub.1 and X.sub.2), (X.sub.3 and X.sub.4), (Y.sub.1 and Y.sub.2) and Y.sub.3 and Y.sub.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: December 10, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 5066814
    Abstract: 2-Dicarboximidefluorane or 3-dicarboximidefluorane compounds of the formula ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, halogen, lower alkyl or lower alkoxy, one of Z.sub.1 and Z.sub.2 is the dicarboximide group ##STR2## and the other is hydrogen, halogen, lower alkyl or lower alkoxy, W is a radical of a dicarboxylic acid containing at least 2 carbon atoms, X.sub.1 and X.sub.2 are hydrogen, alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, tetrahydrofuryl or lower alkoxy, cycloalkyl, or benzyl or phenyl each of which is unsubstituted or substituted by halogen, cyano, nitro, lower alkyl, lower alkoxy, lower alkoxycarbonyl, --NX'X" or -4-NX'X"-phenylamino in which X' and X" independently of one another are hydrogen, lower alkyl, cyclohexyl, benzyl or phenyl, or X.sub.1 and X.sub.
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: November 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 5039822
    Abstract: Chromogenic phthalides of formula ##STR1## wherein X, R.sub.1 and R.sub.2 are each independently of the other C.sub.3 -C.sub.6 alkyl,Y.sub.1 is hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is acyl or 1 of 12 carbon atoms, benzyl or benzyl which is substituted by halogen, cyano, lower alkyl or lower alkoxy,Y.sub.2 is hydrogen, lower alkyl or phenyl, andthe benzene rings A and B are each independently of the other unsubstituted or substituted by halogen, nitro, lower alkyl, lower alkoxy, lower alkylthio, lower alkoxycarbonyl, amino, mono-lower alkylamino, di-lower alkylamino or lower alkanoylamino.These phthalides are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and give intense blue or violet blue colored images.
    Type: Grant
    Filed: August 16, 1989
    Date of Patent: August 13, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 5024988
    Abstract: A pressure-sensitive or heat-sensitive recording material in which the color reactant system contains, as main components(A) a polycyclic compound of the formula ##STR1## in which X is a monocyclic or polycyclic aromatic or heteroaromatic radical,Y is a substituent detachable as an anion,Q.sub.1 is --O--, --S--, >N--R or >N--NH--R,Q.sub.2 is --CH.sub.2 --, --CO--, --CS-- or --SO.sub.2 -- andR is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.10 cycloalkyl, aryl such as phenyl or aralkyl such as benzyl, and ring A is an aromatic or heterocyclic radical having 6 ring atoms, which can have an aromatic fused ring, it being possible for both ring A and the fused ring to be substituted,(B) an organic condensation component capable of forming a chromogenic compound with component (A) and(C) an electron-withdrawing and a color-developing component.
    Type: Grant
    Filed: November 28, 1989
    Date of Patent: June 18, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Rox Phaff
  • Patent number: 5013707
    Abstract: Pressure-sensitive or heat-sensitive recording material in which the color reactant system contains, as essential components,(A) an electron-donating compound of the formula ##STR1## in which Y.sub.1 and Y.sub.2 are substituents which are detachable as anions and can be identical, different or bound to one another and Q.sub.1 is --O--, --S--, >N--R or >N--NH--R,Q.sub.2 is --CH.sub.2 --, --CO--, --CS-- or SO.sub.2 --,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.10 cycloalkyl, aryl or aralkyl and ring A is an aromatic radical which has 6 ring atoms and can contain an aromatic fused ring, it being possible not only for ring A but also for the fused ring to be substituted,(B) two organic condensation components which are identical to or different from one another and together are capable of forming a chromogenic compound with component (A) and(C) an electron-withdrawing and color-developing component.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: May 7, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Rox Phaff, Rudolf Zink
  • Patent number: 4997918
    Abstract: Novel cationic azo compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 -alkylene, R.sub.2 is C.sub.1 -C.sub.4 -alkyl, R.sub.3 is C.sub.1 -C.sub.4 -alkyl, R.sub.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, acylamino or halogen, R.sub.5 is hydrogen, C.sub.1 -C.sub.4 - alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen, one or more or R.sub.5 independently of each other being present on the ring to which R.sub.5 is attached, and A is an anion. Also provided is the production, and the use of these novel compounds as dyes for dyeing and/or printing, especially polyacrylonitrile materials, neutral blue dyeings having in particular good fastness to light being obtained.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: March 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4973712
    Abstract: Novel 2-aralkylaminofluorans of formula ##STR1## wherein Q is --CH.sub.2 --, --CH.sub.2 --O-- or --CO--,R.sub.1, R.sub.2 and R.sub.3 are each independently of one another hydrogen, halogen, lower alkyl or lower alkoxy,X.sub.1 and X.sub.2 are each independently of the other hydrogen, alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, tetrahydrofuryl or lower alkoxy, or ar cycloalkyl or benzyl or phenyl, each unsubstituted or substituted by halogen, cyano, nitro, lower alkyl, lower alkoxy or lower alkoxycarbonyl; or--NX.sub.1 X.sub.2 is a 5- 6-membered heterocyclic radical, and wherein the benzene rings A and B are independently of the other unsubstituted or substituted by halogen, cyano, lower alkyl, lower alkoxy, lower alkylthio, lower alkoxycarbonyl or trifluoromethyl, and the ring D is unsubstituted or substituted by halogen, nitro, lower alkyl, lower alkoxy, lower alkylthio, amino, mono-lower alkylamino or di-lower alkylamino.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: November 27, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4847378
    Abstract: Chromogenic polycyclic azamethines of formula ##STR1## wherein T.sub.1 and T.sub.2 are each independently of the other lower alkyl, cycloalkyl, benzyl, or, when taken together, are alkylene,Q is --CH or, preferably, N,W is alkylene, alkenylene, 1,2-cycloalkylene or 1,2-arylene,R is hydrogen, lower alkyl, aryl or aralkyl, andY is alkyl or alkenyl, each unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is aralkyl, and the ring A is unsubstituted or substituted by halogen, cyano, hydroxy, lower alkyl, lower alkoxy, lower alkylcarbonyl, lower alkylcarbonyloxy, lower alkylamino, di-lower alkylamino or lower alkylcarbonylamino, and the ring B is unsubstituted or substituted by halogen, cyano, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, C.sub.2 -C.sub.12 alkoxyalkoxy or aralkoxy or a glycol ether group.
    Type: Grant
    Filed: May 2, 1988
    Date of Patent: July 11, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4806657
    Abstract: A process for the preparation of fluoran compounds which are substituted by basic groups and have the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, halogen or lower alkyl, or R.sub.1 and R.sub.2 together with the carbon atom to which they are attached are a fused benzene nucleus,X.sub.1 and X.sub.2 are each independently hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, orX.sub.1 and X.sub.2 together with the nitrogen atom to which they are attached are a 5- or 6-membered heterocyclic radical, andY is unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, andthe ring A is unsubstituted or substituted, which process comprises reacting a ketonic acid of the formula ##STR2## with a substituted 4-formylaminophenol derivative of the formula ##STR3## wherein A, R.sub.1, R.sub.2, R.sub.3, X.sub.1, X.sub.
    Type: Grant
    Filed: May 5, 1986
    Date of Patent: February 21, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4770904
    Abstract: There is disclosed a process for the preparation of a pressure-sensitive recording material which contains in its color forming system a color former and a developer therefor, which process comprises using said color former in the amorphous state.When the color former is in this state, it dissolves more readily and the pressure-sensitive recording material so obtained has good color forming properties and enhanced color strength.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: September 13, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4766211
    Abstract: Chromogenic quinazolines of formula ##STR1## wherein R is an aryl radical or a heterocyclic radical,Z.sub.1 is oxygen or sulfur,Z.sub.2 is oxygen, sulfur or ##STR2## R' is hydrogen, alkyl which is unsubstituted or substituted by halogen, cyano or lower alkoxy, or is cycloalkyl, phenyl, benzyl, phenethyl or acyl, or --NRR' is a 5- or 6-membered heterocyclic radical,Q is an aliphatic radical which may be interrupted by a further member Z.sub.2,Y is the radical of a couplable compound, and the ringA is unsubstituted or substituted by halogen, cyano, nitro, lower alkyl, lower alkoxy or lower alkoxycarbonyl.These quinazolines are exceedingly fast to sublimation and are particularly suitable color formers in pressure-sensitive or heat-sensitive recording materials and give strong and lightfast yellow and orange colorations.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: August 23, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4705775
    Abstract: Chromogenic bisquinazolines of the formula ##STR1## wherein Q is the direct bond or an aliphatic or cycloaliphatic hydrocarbon radical, or is --CO--, --S-- or --SO.sub.2 --, andY is the radical of a couplable compound, in particular an N-substituted 4-aminophenyl radical or a hydrogenated quinoline radical, and the rings A, B and D are unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, phenyl, benzyl, lower alkoxy or lower alkoxycarbonyl.These compounds are particularly suitable color formers for pressure-sensitive or heat-sensitive recording materials and produce intense yellow or orange colors of excellent fastness to light and, in particular, sublimation.
    Type: Grant
    Filed: August 7, 1986
    Date of Patent: November 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4668966
    Abstract: The invention relates to bisquinazolines of the formula ##STR1## wherein the ring A is unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, phenyl, benzyl, lower alkoxy or lower alkoxycarbonyl,Q is an aliphatic radical with a molecular weight of 28 to 450, or is a cycloaliphatic or araliphatic radical,Y is the radical of the formula (2a) ##STR2## or of the formula ##STR3## wherein B, D, X.sub.1, X.sub.2, X.sub.3 and Z are as hereinafter defined. These compounds are particularly suitable as colour formers in pressure-sensitive or heat-sensitive recording materials and give strong yellow or orange colours of excellent fastness to light, especially fastness to sublimation.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: May 26, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4625027
    Abstract: Chromogenic bisquinazolines of the formula ##STR1## wherein Q is the direct bond or an aliphatic or cycloaliphatic hydrocarbon radical, or is --CO--, --S-- or --SO.sub.2 --, andY is the radical of a couplable compound, in particular an N-substituted 4-aminophenyl radical or a hydrogenated quinoline radical, and the rings A, B and D are unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, phenyl, benzyl, lower alkoxy or lower alkoxycarbonyl.These compounds are particularly suitable color formers for pressure-sensitive or heat-sensitive recording materials and produce intense yellow or orange color of excellent fastness to light and, in particular, sublimation.
    Type: Grant
    Filed: October 14, 1983
    Date of Patent: November 25, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4555569
    Abstract: The invention relates to chromogenic quinazolines of the formula ##STR1## wherein Y is a polycyclic non-aromatic heterocyclic radical which is attached to the quinazoline moiety through a fused benzene nucleus and is unsubstituted or substituted, andZ is hydrogen, R, --OR.sub.1, --SR.sub.1 or --NR.sub.2 R.sub.3, whereinR and R.sub.1 are each alkyl which is unsubstituted or substituted by cyano or lower alkoxy, or are cycloalkyl, unsubstituted or substituted aryl or aralkyl or an unsubstituted or substituted heterocyclic radical, and R.sub.1 can also be haloalkyl,R.sub.2 and R.sub.3, each independently of the other, are hydrogen, alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano or lower alkoxy, or are cycloalkyl, phenyl, benzyl, or phenyl or benzyl which are each substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy or lower alkoxycarbonyl, and R.sub.2 can also be acyl; or R.sub.2 and R.sub.
    Type: Grant
    Filed: June 22, 1984
    Date of Patent: November 26, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4525588
    Abstract: The invention relates to chromogenic naphtholactams of the general formula ##STR1## wherein Q is the radical of a couplable compound,X is oxygen or ##STR2## wherein R is hydrogen, lower alkyl or aryl, and W is alkylene, cycloalkylene or a 6-membered isocyclic or heterocyclic aromatic radical which is unsubstituted or substituted or which may contain a fused benzene ring; and each of the ringsA and B independently of the other are unsubstituted or substituted.These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and, depending on the meaning of X and Q, give orange, red, violet and blue colorations.
    Type: Grant
    Filed: June 7, 1983
    Date of Patent: June 25, 1985
    Assignee: Ciba Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4421519
    Abstract: There are described novel dye mixtures of the dyes I and II or Ia and II ##STR1## wherein the symbols have the meanings defined in claim 1. These mixtures can be used in particular for dyeing and printing polyacrylonitrile materials, or mixed fabrics of polyacrylonitrile and wool, the dyeings obtained having a clear, deeply colored blue shade and especially a very good evening shade.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: December 20, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Loew, Rudolf Zink
  • Patent number: 4403095
    Abstract: There are described novel brilliant red methine compounds of the formula I ##STR1## wherein R.sub.1 is hydrogen, NO.sub.2, halogen, unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, or it is C.sub.1 -C.sub.4 -alkoxy,R.sub.2 is unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl,R.sub.3 independently of one another are each C.sub.1 -C.sub.4 -alkyl,R.sub.4 is hydrogen, unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl or unsubstituted or substituted aryl,R.sub.5 is unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, or it is C.sub.3 -C.sub.4 -alkenyl,R.sub.6 and R.sub.7 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen, andA is an anion,processes for producing them, and their use as dyes for dyeing and printing materials which can be dyed with cationic dyes, particularly polyacrylonitrile materials, the dyeings obtained being distinguished by a brilliant shade and good fastness to light.
    Type: Grant
    Filed: March 11, 1981
    Date of Patent: September 6, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Zink
  • Patent number: 4372886
    Abstract: The invention describes a novel single step process for the production of carbinol bases of the formula I ##STR1## wherein R is the methyl or ethyl group, each R.sub.3 independently is a C.sub.1 -C.sub.4 alkyl group and the benzene rings A and/or B can be unsubstituted or substituted, which process comprises alkylating 1 mole of a dye base of the formula II ##STR2## or the hydrogen salt thereof of the formula IIa ##STR3## wherein R.sub.3, A and B are as defined for formula I and X is any anion, in aqueous alkaline medium having a pH value of at least 10, with at least 2 moles of a compound that introduces the radical R. The carbinol bases obtained are valuable intermediates for obtaining in particular cationic compounds containing any anions, especially carboxylic acid anions, most preferably an acetate anion.
    Type: Grant
    Filed: June 1, 1981
    Date of Patent: February 8, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Peter Loew