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).
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Publication number: 20040231557Abstract: 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: ApplicationFiled: February 6, 2004Publication date: November 25, 2004Inventors: Felix W Grimm, Hans Joachim Metz, Andreas Wacker
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Patent number: 6821335Abstract: 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: GrantFiled: April 24, 2003Date of Patent: November 23, 2004Assignee: Clariant GmbHInventors: Martin Alexander Winter, Andreas Harz, Hans Joachim Metz
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Publication number: 20040198964Abstract: 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: ApplicationFiled: February 13, 2004Publication date: October 7, 2004Inventors: Hans Joachim Metz, Uday T. Nabar, Frank Morgenroth, Chandrashekhar D Patil, Sunil D. Deval
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Publication number: 20040143040Abstract: 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: ApplicationFiled: November 5, 2003Publication date: July 22, 2004Inventors: Hans Joachim Metz, Andreas Stohr, Heinfred Ohleier
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Publication number: 20040139880Abstract: 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: ApplicationFiled: November 5, 2003Publication date: July 22, 2004Inventors: Hans Joachim Metz, Uday T. Nabar, Frank Morgenroth, Chanrashekhar D. Patil, Sunil D. Deval
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Publication number: 20040040471Abstract: 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: ApplicationFiled: April 24, 2003Publication date: March 4, 2004Inventors: Martin Alexander Winter, Andreas Harz, Hans Joachim Metz
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Patent number: 6504045Abstract: 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: GrantFiled: September 13, 2001Date of Patent: January 7, 2003Assignee: Clariant GmbHInventors: Ruediger Jung, Hans-Joachim Metz, Joachim Weber, Martin U. Schmidt, Olaf Schupp, Andreas Wacker
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Patent number: 6485558Abstract: 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: GrantFiled: August 28, 2000Date of Patent: November 26, 2002Assignee: Clariant GmbHInventors: Hans Joachim Metz, Heinfred Ohleier
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Publication number: 20020098435Abstract: 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: ApplicationFiled: November 1, 2001Publication date: July 25, 2002Applicant: Clariant GmbHInventors: Ulrike Rohr, Ruediger Baur, Hans-Joachim Metz, Andreas Stohr
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Publication number: 20020065402Abstract: 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, 1Type: ApplicationFiled: September 13, 2001Publication date: May 30, 2002Applicant: Clariant GmbHInventors: Ruediger Jung, Hans-Joachim Metz, Joachim Weber, Martin U. Schmidt, Olaf Schupp, Andreas Wacker
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Patent number: 6290768Abstract: 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: GrantFiled: August 17, 1999Date of Patent: September 18, 2001Assignee: Clariant GmbHInventors: Hans Joachim Metz, Joachim Weide, Thomas Wallach
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Patent number: 6207240Abstract: 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: GrantFiled: August 13, 1999Date of Patent: March 27, 2001Assignee: Clariant GmbHInventors: Axel Schoenfeld, Andreas Stohr, Hans Joachim Metz
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Patent number: 6191263Abstract: 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: GrantFiled: June 21, 1999Date of Patent: February 20, 2001Assignee: Clariant GmbHInventors: Martin Ulrich Schmidt, Hans Joachim Metz
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Patent number: 6168895Abstract: 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: GrantFiled: June 17, 1997Date of Patent: January 2, 2001Assignee: Clariant GmbHInventors: Hans Joachim Metz, R{umlaut over (u)}diger Baur, Hans-Tobias Macholdt
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Patent number: 6146455Abstract: 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: GrantFiled: June 21, 1999Date of Patent: November 14, 2000Assignee: Clariant GmbHInventors: Martin Ulrich Schmidt, Hans Joachim Metz
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Patent number: 6028178Abstract: 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: GrantFiled: July 26, 1999Date of Patent: February 22, 2000Assignee: Clariant GmbHInventors: Hans Joachim Metz, Rudiger Baur, Hans-Tobias Macholdt
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Patent number: 5910577Abstract: 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: GrantFiled: July 31, 1998Date of Patent: June 8, 1999Assignee: Clariant GmbHInventors: Hans Joachim Metz, Joachim Weber
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Patent number: 5756691Abstract: 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: GrantFiled: June 13, 1997Date of Patent: May 26, 1998Assignee: Hoechst AktiengesellschaftInventors: Joachim Weber, Hans Joachim Metz
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Patent number: 5266682Abstract: 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: GrantFiled: May 14, 1992Date of Patent: November 30, 1993Assignee: Hoechst AktiengesellschaftInventors: Heinz Uhrig, Siegfried Schwerin, Dieter Schnaitmann, Hans-Joachim Metz
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Patent number: 5041571Abstract: 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: GrantFiled: March 29, 1990Date of Patent: August 20, 1991Assignee: Hoechst Celanese CorporationInventors: Mohammad Aslam, Hans-Joachim Metz