Patents by Inventor Hans Joachim Metz

Hans Joachim Metz 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).

  • Publication number: 20040231557
    Abstract: This invention relates to azo pigments of general formula (I) wherein D represents the radical of a diazo component; R1 and R2 are the same or different and represent hydrogen, a C1-C4 alkyl radical which is optionally substituted by hydroxy, amino, halogen or methoxy, or a (C6-C10) aryl radical which is optionally substituted by one, two or three substituents from the group C1-C4 alkyl, C1-C4 alkoxy, F, Cl, Br, CF3, NO2, OH, CONH2, CONH(C1-C4 alkyl), CON(C1-C4 alkyl)2, COO(C1-C4 alkyl), SO2NH2, SO2NH(C1-C4 alkyl) and SO2N(C1-C4 alkyl)2, provided that R1 and R2 do not simultaneously represent hydrogen; R4 represents hydrogen, C1-C4 alkyl, halogen, trifluoromethyl, C1-C4 alkoxy, NO2, or CN; and n represents 1, 2 or 3.
    Type: Application
    Filed: February 6, 2004
    Publication date: November 25, 2004
    Inventors: Felix W Grimm, Hans Joachim Metz, Andreas Wacker
  • Patent number: 6821335
    Abstract: The invention relates to pigment preparations containing (a) at least one organic or inorganic pigment; (b) at least one cyclic imide of general formula (1) wherein R1 represents a linear-chain, branched or cyclic aliphatic radical having 10 to 30—preferably 12 to 25—carbon atoms, or an alkenyl radical having 10 to 30—preferably 12 to 25—carbon atoms, the aforementioned radicals being able to be substituted by at least one, e.g. 2, 3, 4 or 5, substituent from the group consisting of C1-C6-alkyl, C1-C6-alkoxy, C6-C10-aryl, hydroxy, carboxy, and sulfo, R2, R3, R4 and R5 are the same or different and represent hydrogen, C1-C10-alkyl, C1-C10-alkoxy, halogen, OR6, NR6R7, —COOR6, —CONR6R7, —NR6—COR7, SO2NR6R7, —SO3M, —NO2, —CN or CF3, R6 and R7 representing H or an alkyl radical having 1 to 10 C atoms and M representing an equivalent of a cation having a valency of 1 to 3; and (c) optionally further standard additives.
    Type: Grant
    Filed: April 24, 2003
    Date of Patent: November 23, 2004
    Assignee: Clariant GmbH
    Inventors: Martin Alexander Winter, Andreas Harz, Hans Joachim Metz
  • Publication number: 20040198964
    Abstract: The invention relates to novel monoazo compounds of formula (1), wherein R1 represents H, Cl or CH3; R2 represents H or Cl; M2+ represents Mg2+, Mn2+ or Sr2+; Y1=represents COO− or SO3−; Y2═SO3−, Y3═Y4═Y5═H; or Y3═SO3−, Y2═Y4═Y5═H; or Y4═SO3−, Y2═Y3═Y5═H; or Y5═SO3−, Y2═Y3═Y4═H. The compounds of formula (1) are characterized by high intensity and lightfastness.
    Type: Application
    Filed: February 13, 2004
    Publication date: October 7, 2004
    Inventors: Hans Joachim Metz, Uday T. Nabar, Frank Morgenroth, Chandrashekhar D Patil, Sunil D. Deval
  • Publication number: 20040143040
    Abstract: Dispersible pigment granules are produced by mixing an aqueous suspension of an organic pigment with an aqueous emulsion of a wax-like additive. The aqueous emulsion is then allowed to coagulate and the resulting aqueous dispersion is spray dried.
    Type: Application
    Filed: November 5, 2003
    Publication date: July 22, 2004
    Inventors: Hans Joachim Metz, Andreas Stohr, Heinfred Ohleier
  • Publication number: 20040139880
    Abstract: The invention relates to novel monoazo compounds of formula (1), wherein R represents H or Cl, M2+ represents Ca2+ or Sr2+ and Y1=H and Y2=SO3− or Y1=SO3− and Y2=H. The compounds of formula (1) are characterized by their high dying power and high light-fastness.
    Type: Application
    Filed: November 5, 2003
    Publication date: July 22, 2004
    Inventors: Hans Joachim Metz, Uday T. Nabar, Frank Morgenroth, Chanrashekhar D. Patil, Sunil D. Deval
  • Publication number: 20040040471
    Abstract: The invention relates to pigment preparations containing (a) at least one organic or inorganic pigment; (b) at least one cyclic imide of general formula (1) wherein R1 represents a linear-chain, branched or cyclic aliphatic radical having 10 to 30—preferably 12 to 25—carbon atoms, or an alkenyl radical having 10 to 30—preferably 12 to 25—carbon atoms, the aforementioned radicals being able to be substituted by at least one, e.g. 2, 3, 4 or 5, substituent from the group consisting of C1-C6-alkyl, C1-C6-alkoxy, C6-C10-aryl, hydroxy, carboxy, and sulfo, R2, R3, R4 and R5 are the same or different and represent hydrogen, C1-C10-alkyl, C1-C10-alkoxy, halogen, OR6, NR6R7, —COOR6, —CONR6R7, —NR6—COR7, SO2NR6R7, —SO3M, —NO2, —CN or CF3, R6 and R7 representing H or an alkyl radical having 1 to 10 C atoms and M representing an equivalent of a cation having a valency of 1 to 3; and (c) optionally further standard additives.
    Type: Application
    Filed: April 24, 2003
    Publication date: March 4, 2004
    Inventors: Martin Alexander Winter, Andreas Harz, Hans Joachim Metz
  • Patent number: 6504045
    Abstract: The invention relates to six new crystal polymorphs, &agr; (alpha), &bgr; (beta), &ggr; (gamma), &dgr; (delta), &zgr; (zeta), and &eegr; (eta), of the disazo colorant of the formula I, having characteristic reflections in the X-ray diffraction spectrum. The novel crystal polymorphs are prepared by treatment in organic solvents.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: January 7, 2003
    Assignee: Clariant GmbH
    Inventors: Ruediger Jung, Hans-Joachim Metz, Joachim Weber, Martin U. Schmidt, Olaf Schupp, Andreas Wacker
  • Patent number: 6485558
    Abstract: The invention relates to a process for the preparation of pigment granules, which comprises adding a wax or a waxy polymer to an organic pigment during the finish in an organic or aqueous organic medium and spray-drying the aqueous suspension obtained after removal of the organic solvent by steam distillation or washing out with water.
    Type: Grant
    Filed: August 28, 2000
    Date of Patent: November 26, 2002
    Assignee: Clariant GmbH
    Inventors: Hans Joachim Metz, Heinfred Ohleier
  • Publication number: 20020098435
    Abstract: The present invention relates to the use of wax-coated pigment granules as colorants in electrophotographic toners and developers, powder coating materials, inkjet inks, electret fibers, and color filters, wherein the coated pigment granules have a particle size of between 0.05 and 5 mm and a wax content of from 1 to 50% by weight, based on the overall weight of the coated pigment granules.
    Type: Application
    Filed: November 1, 2001
    Publication date: July 25, 2002
    Applicant: Clariant GmbH
    Inventors: Ulrike Rohr, Ruediger Baur, Hans-Joachim Metz, Andreas Stohr
  • Publication number: 20020065402
    Abstract: The invention relates to six new crystal polymorphs, &agr; (alpha), &bgr; (beta), &ggr; (gamma), &dgr; (delta), &zgr; (zeta), and &eegr; (eta), of the disazo colorant of the formula I, 1
    Type: Application
    Filed: September 13, 2001
    Publication date: May 30, 2002
    Applicant: Clariant GmbH
    Inventors: Ruediger Jung, Hans-Joachim Metz, Joachim Weber, Martin U. Schmidt, Olaf Schupp, Andreas Wacker
  • Patent number: 6290768
    Abstract: Pigment preparations comprising an organic pigment and a phenol-modified natural resin derivative having a weight-average molecular weight (Mw) of from 400 to 10,000 g/mol which is obtainable by reacting a mixture of reactants containing a) from 50 to 95% by weight of natural resin or natural resin acids, b) from 0.5 to 30% by weight of monocyclic or polycyclic phenols, c) from 0.01 to 15% by weight of aldehydes or aldehyde acetals, d) from 0.001 to 2% by weight of metal compounds from groups Ia and IIa of the Periodic Table, and e) from 4.489 to 30% by weight of &agr;,&bgr;-ethylenically unsaturated carboxylic acids or their anhydrides and has an acid number in the range from 160 to 300 mg of KOH per g of resin, preferably from 200 to 260 mg of KOH per g of resin, are used advantageously in offset printing.
    Type: Grant
    Filed: August 17, 1999
    Date of Patent: September 18, 2001
    Assignee: Clariant GmbH
    Inventors: Hans Joachim Metz, Joachim Weide, Thomas Wallach
  • Patent number: 6207240
    Abstract: The invention relates to a process for generating a marking on an effect coating or molding compound comprising cholesteric liquid-crystalline main-chain or side-group polymers or comprising a combination of main-chain and side-group polymers, which comprises inducing a color change at the irradiated sites of the effect coating or molding compound by laser irradiation.
    Type: Grant
    Filed: August 13, 1999
    Date of Patent: March 27, 2001
    Assignee: Clariant GmbH
    Inventors: Axel Schoenfeld, Andreas Stohr, Hans Joachim Metz
  • Patent number: 6191263
    Abstract: The invention relates to a novel crystal modification (&ggr;-modification ) of C.I. Pigment Red 53:2 of the formula (1) having the following characteristic reflections in the X-ray powder diffraction pattern: 2&THgr; d Relative intensity in %  4.4 20.2  49  5.8 15.4  100   8.8 10.0  23 10.3 8.6 25 10.9 8.1 33 12.2 7.3 15 13.9 6.4 16 15.4 5.8 15 16.7 5.3 28 17.6 5.0 16 18.4 4.8 18 18.6 4.8 18 19.7 4.5 20 20.8 4.3 18 23.2 3.8 48 24.0 3.7 21 24.8 3.6 37 25.2 3.5 34 26.6 3.3 19 27.3 3.3 19 27.9 3.2 12 29.3 3.
    Type: Grant
    Filed: June 21, 1999
    Date of Patent: February 20, 2001
    Assignee: Clariant GmbH
    Inventors: Martin Ulrich Schmidt, Hans Joachim Metz
  • Patent number: 6168895
    Abstract: Azo pigment of the formula (1) which has a specific surface area of the pigment powder of more than 45 m2/g. The azo pigment is particularly suitable as colorant in electrophotographic toners and devlopers, and in powder coatings and electret materials.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: January 2, 2001
    Assignee: Clariant GmbH
    Inventors: Hans Joachim Metz, R{umlaut over (u)}diger Baur, Hans-Tobias Macholdt
  • Patent number: 6146455
    Abstract: The invention relates to a novel crystal modification (.delta.-modification) of C.I. Pigment Red 53:2 of the formula (1) ##STR1## having the following characteristic reflections in the X-ray powder diffraction pattern:______________________________________ 2.THETA. d relative intensity (in %) ______________________________________ 3.3 26.6 32 4.7 18.7 100 7.5 11.9 14 9.4 9.3 19 10.5 8.4 13 13.8 6.4 10 14.2 6.2 9 14.9 5.9 10 16.7 5.3 11 17.6 5.0 9 18.1 4.9 16 18.9 4.7 10 20.4 4.3 7 21.1 4.2 9 22.1 4.0 9 22.7 3.9 12 23.1 3.8 9 23.6 3.8 13 24.1 3.7 9 24.9 3.6 10 25.5 3.5 23 26.3 3.4 9 27.7 3.2 9 28.1 3.2 6 28.9 3.1 6 30.4 2.
    Type: Grant
    Filed: June 21, 1999
    Date of Patent: November 14, 2000
    Assignee: Clariant GmbH
    Inventors: Martin Ulrich Schmidt, Hans Joachim Metz
  • Patent number: 6028178
    Abstract: Azo pigment of the formula (1) ##STR1## which has a specific surface area of the pigment powder of more than 45 m.sup.2 /g.The azo pigment is particularly suitable as colorant in electrophotographic toners and developers, and in powder coatings and electret materials.
    Type: Grant
    Filed: July 26, 1999
    Date of Patent: February 22, 2000
    Assignee: Clariant GmbH
    Inventors: Hans Joachim Metz, Rudiger Baur, Hans-Tobias Macholdt
  • Patent number: 5910577
    Abstract: Compounds of the formula (I) ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are Cl, COO(C.sub.1 -C.sub.4)-alkyl, CONH.sub.2, CONCH.sub.3, CON(CH.sub.3).sub.2 or SO.sub.2 NRR', where R and R' are identical or different and are hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl, it being possible for phenyl to be substituted by methyl, ethyl, methoxy, ethoxy or halogen,R.sup.3 is hydrogen, methyl, methoxy, ethoxy, chloro or bromo, andR.sup.4 is hydrogen, C.sub.1 -C.sub.3 -alkyl, chloro or bromo,are useful yellow pigments with high light fastness and weather fastness properties.
    Type: Grant
    Filed: July 31, 1998
    Date of Patent: June 8, 1999
    Assignee: Clariant GmbH
    Inventors: Hans Joachim Metz, Joachim Weber
  • Patent number: 5756691
    Abstract: Water-insoluble azo colorant based on N-acetoacetyldehydrothiotoluidine Compound of the formula (I) ##STR1## in which R.sub.1 and R.sub.2 independently of one another are a hydrogen atom, C.sub.1 -C.sub.4 -alkyl, C.sub.5 -C.sub.6 -cycloalkyl, a benzyl group, an unsubstituted phenyl group or a substituted phenyl group with 1 to 5, preferably 1 to 3, substituents from the group consisting of C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, nitro, cyano, hydroxyl, CF.sub.3, CONH.sub.2, CONH(C.sub.5 -C.sub.6 -cycloalkyl), CON(C.sub.1 -C.sub.4 -alkyl).sub.2, CONH(C.sub.1 -C.sub.4 -alkyl), COO(C.sub.1 -C.sub.4 -alkyl), COO(C.sub.5 -C.sub.6 -cycloalkyl) and CONH(phenyl),R.sub.3 is a hydrogen atom, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, nitro, cyano, hydroxyl, CF.sub.3, COO(C.sub.1 -C.sub.4 -alkyl) or COO(C.sub.5 -C.sub.6 -cycloalkyl) andn is 1 or 2.
    Type: Grant
    Filed: June 13, 1997
    Date of Patent: May 26, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Joachim Weber, Hans Joachim Metz
  • Patent number: 5266682
    Abstract: The invention relates to mixtures of nitrogen-containing surface-active agents which are obtained by esterification of oxyalkylates based on modified or nonmodified naturally occurring resin acids or resin amines or resin alcohols derived therefrom with dicarboxylic acids or anhydrides thereof and subsequent reaction with alkylenediamines or alkylenepolyamines. These nitrogen-containing surface-active agents are suitable as coupling auxiliaries, emulsifiers, dispersing agents, preparation agents for solids dispersions, corrosion protection and metal-working agents and as wetting agents and dyeing auxiliaries.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: November 30, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz Uhrig, Siegfried Schwerin, Dieter Schnaitmann, Hans-Joachim Metz
  • Patent number: 5041571
    Abstract: A process for the preparation of anthraquinone compounds comprises reaction of phthalic anhydride with a benzene derivative in a reaction mixture containing HF and BF.sub.3 as catalyst at a first temperature up to about 30.degree. C. and, subsequently, at an elevated temperature.
    Type: Grant
    Filed: March 29, 1990
    Date of Patent: August 20, 1991
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Hans-Joachim Metz