Patents by Inventor Michael Hüllmann
Michael Hüllmann 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: 7183438Abstract: Disclosed are catalysts, the catalytically active mass of which contains 22 to 40 percent by weight of oxygen-containing compounds of zirconium, calculated as ZrO2, 1 to 30 percent by weight of oxygen-containing compounds of copper, calculated as CuO, 15 to 50 percent by weight of oxygen-containing compounds of nickel, calculated as NiO, the molar ratio between nickel and copper being greater than 1, 15 to 50 percent by weight of oxygen-containing compounds of cobalt, calculated as CoO, and less than 1 percent by weight of an alkali metal, calculated as alkali metal oxide, prior to being treated with hydrogen. Also disclosed is a method for the production of amines by reacting primary and secondary alcohols, aldehydes, or ketones with hydrogen and nitrogen compounds selected from the group ammonia, primary and secondary amines, in the presence of said catalysts at an elevated temperature and an elevated pressure.Type: GrantFiled: March 7, 2003Date of Patent: February 27, 2007Assignee: BASF AktiengesellschaftInventors: Till Gerlach, Frank Funke, Johann-Peter Melder, Stefan Iselborn, Martin Rudloff, Michael Hüllmann
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Patent number: 7105662Abstract: The present invention relates to a process for the preparation of N-substituted 2,6-dialkylmorpholines of the formula I in which R1 and R2, independently of one another, are hydrogen, alkyl or cycloalkyl, or R1 and R2 together with the carbon atom to which they are bonded are a 5- to 14-membered carbocycle, and R3 and R4, independently of one another, are alkyl or cycloalkyl, by reacting at least one carbonyl compound of the formula II in which R1 and R2 have the meanings given above, with at least one morpholine of the formula III in which R3 and R4 have the meanings given above, in the presence of hydrogen and at least one metal-containing catalyst, wherein the active component of the catalyst consists essentially of platinum group metals.Type: GrantFiled: March 15, 2002Date of Patent: September 12, 2006Assignee: BASF AkteingesellschaftInventors: Michael Henningsen, Andreas Kusche, Michael Hüllmann, Lothar Rüb, Stefan Käshammer, Till Gerlach
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Patent number: 6790995Abstract: Mixtures of primary amines of the formula (I) X—CH2—NH2 (I) and secondary amines of the formula (II) (X—CH2—)2NH (II) where X is C1-20-alkyl, C2-20-alkenyl or C3-8-cycloalkyl which may be unsubstituted or substituted by C1-20-alkyl, C3-8-cycloalkyl, C4-20-alkylcycloalkyl, C4-20-cycloalkylalkyl, C2-20-alkoxyalkyl, C6-14-aryl, C7-20-alkylaryl, C7-20-aralkyl, C1-20-alkoxy, hydroxy, C1-20-hydroxyalkyl, amino, C1-20-alkylamino, C2-20-dialkylamino, C2-12-alkenylamino. C3-8-cycloalkylamino, arylamino, diarylamino, aryl-C1-8-alkylamino, halogen, mercapto, C2-20-alkenyloxy, C3-8-cycloalkoxy, aryloxy and/or C2-8-alkoxycarbonyl are prepared by reacting nitriles of the formula (III) X—CN (III) with hydrogen at from 50 to 250° C. and pressures of from 5 to 350 bar in the presence of a Pd-containing catalyst comprising, based on the total weight of the catalyst, from 0.1 to 10% by weight of Pd on a support.Type: GrantFiled: January 3, 2002Date of Patent: September 14, 2004Assignee: BASF AktiengesellschaftInventors: Joachim Pfeffinger, Michael Hüllmann, Arthur Höhn, Frank Funke, Frank Ohlbach, Till Gerlach
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Patent number: 6525223Abstract: Secondary amines of the formula (II) (X—CH2—)2NH (II) where X is a C1-20-alkyl, C2-20-alkenyl or C3-8-cycloalkyl group which may be unsubstituted or substituted by C1-20-alkyl, C3-8-cycloalkyl, C4-20-alkylcycloalkyl, C4-20-cycoalkylalkyl, C2-20-alkoxyalkyl, C6-14-aryl, C7-20-alkylaryl, C7-20-aralkyl, C1-20-alkoxy, hydroxy, C1-20-hydroxyalkyl, amino, C1-20-alkylamino, C2-20-dialkylamino, C2-12-alkenylamino, C3-8-cycloalkylamino, arylamino, diarylamino, aryl-C1-8-alkylamino, halogen, mercapto, C2-20-alkenyloxy, C3-8-cycloalkoxy, aryloxy and/or C2-8-alkoxycarbonyl, are prepared by reacting nitriles of the formula (III) X—CN (III) with hydrogen at from 20 to 250° C. and pressures of from 60 to 350 bar in the presence of an Rh-containing catalyst comprising from 0.Type: GrantFiled: December 27, 2001Date of Patent: February 25, 2003Assignee: BASF AktiengesellschaftInventors: Joachim Pfeffinger, Michael Hüllmann, Arthur Höhn, Frank Funke, Frank Ohlbach, Till Gerlach
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Patent number: 5463020Abstract: Polytetrahydrofuran or C.sub.2 -C.sub.10 -alkylene oxide/tetrahydrofuran copolymers having a molecular weight of from 250 to 20,000 Dalton are prepared by the cationic polymerization of tetrahydrofuran or tetrahydrofuran and C.sub.2 -C.sub.10 -alkylene oxides in the prsence of a promoter by a process in which the catalyst used is a mixture of one or more C.sub.2 -C.sub.6 -di- or tricarboxylic acids with boric acid.Type: GrantFiled: June 30, 1994Date of Patent: October 31, 1995Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Michael Huellmann, Christof Palm, Wolfgang Franzischka
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Patent number: 5455352Abstract: Preparation of N-(2-hydroxyethyl)-piperazine by reacting triethanolamine with ammonia in the presence of hydrogen at from 100.degree. to 500.degree. C. and from 10 to 500 bar over a heterogeneous catalyst in which the catalytically active material contains from 20 to 85% by weight of ZrO.sub.2 or Al.sub.2 O.sub.3 or mixtures thereof, from 1 to 30% by weight of at least one copper oxide, calculated as CuO, and from 1 to 60% by weight of at least one oxide of cobalt, nickel or molybdenum, calculated as CoO, NiO and MoO.sub.3, respectively.Type: GrantFiled: July 28, 1994Date of Patent: October 3, 1995Assignee: BASF AktiengesellschaftInventors: Michael Huellmann, Rainer Becker, Emil Scharf
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Patent number: 5410070Abstract: Process for the preparation of N-alkenylpyrrolidones of the general formula ##STR1## in which R denotes hydrogen or C.sub.1 -C.sub.20 alkyl, by the reaction of an N-alkylpyrrolidone of the general formula ##STR2## in which R has the aforementioned meanings, and x and Y stand for OH, C.sub.1 -C.sub.20 alkoxy or C.sub.2 -C.sub.20 alkoxycarbonyl, provided that one of the two radicals x and denotes hydrogen, at temperatures ranging from 200.degree. to 600.degree. C. and pressures ranging from 0.1 to 5 bar, wherein the process is carried out in the presence of an acid heterogenous catalyst except for an oxide of a Group IIb, Group IIIb, Group IVb, and Group VIb metal.Type: GrantFiled: January 27, 1994Date of Patent: April 25, 1995Assignee: BASF AktiengesellschaftInventors: Lothar Franz, Michael Huellmann
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Patent number: 5359122Abstract: The preparation of 3-arylacrylic acids and their derivatives I ##STR1## where Ar is aryl which can additionally have substituents which do not react with ketene and are stable under the conditions of the reaction described below, andR.sup.1 is hydrogen, an alkali metal, an alkaline earth metal, ammonium or C.sub.1 -C.sub.20 -alkyl,comprises a first stage in which a dialkyl acetal of an aromatic aldehyde of the formula II ##STR2## where R.sup.2 is C.sub.1 -C.sub.4 -alkyl, is reacted with ketene of the formula CH.sub.2 .dbd.C.dbd.O in the presence of catalytic amounts of a protic or Lewis acid to give a 3-arylpropionic acid derivative of the formula III ##STR3## and a second stage in which this intermediate III is reacted in the presence of acid or base and, in the case where R.sup.1 is C.sub.1 -C.sub.20 -alkyl, additionally with a C.sub.1 -C.sub.20 -alkanol to give the final product I.Type: GrantFiled: February 8, 1994Date of Patent: October 25, 1994Assignee: BASF AktiengesellschaftInventors: Michael Huellmann, Josef Gnad, Rainer Becker
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Patent number: 5336815Abstract: Preparation of vinyl glycols (I) ##STR1## (R.sup.1 to R.sup.6 =H, a carbo-organic radical, optionally substituted) in which an unsaturated diol of formula II ##STR2## is isomerized in the presence of a rhenium catalyst under neutral conditions. The compounds (I) serve as intermediates for the preparation of active substances and for the preparation of polymers.Type: GrantFiled: April 29, 1993Date of Patent: August 9, 1994Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Walter Gramlich, Michael Huellmann, Hans-Ulrich Scholz
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Patent number: 5120880Abstract: Muscone of the formula I ##STR1## is prepared by a process in which an open-chain 2,15-diketone of the general formula IICH.sub.3 --CO--X--CO--CH.sub.3 (II)whereX is one of the radicals--(--CH.sub.2 --).sub.12 -- (a)--CH.dbd.CH--(--CH.sub.2 --).sub.8 --CH.dbd.CH-- (b)--CH.sub.2 --CH.dbd.CH--(--CH.sub.2 --).sub.6 --CH.dbd.CH--CH.sub.2 --(c)--CH.sub.2 --CH.sub.2 --CH.dbd.CH--(--CH.sub.2 --).sub.4 --CH.dbd.CH--CH.sub.2 --CH.sub.2 -- (d)or--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.dbd.CH--(--CH.sub.2 --).sub.2 --CH.dbd.CH--CH.sub.2 --CH.sub.2 --CH.sub.2 -- (e)is brought into contact, at from 300.degree. to 400.degree. C. in the presence of from 5 to 15% by weight, based on the amount of catalyst, of water, in the gas phase, with a fixed-bed catalyst containing TiO.sub.2, CeO.sub.2 or ThO.sub.2 as the catalytically active compound and the unsaturated cyclic ketone formed by intramolecular aldol condensation is subjected to catalytic hydrogenation.Type: GrantFiled: September 10, 1991Date of Patent: June 9, 1992Assignee: BASF AtkiengesellschaftInventors: Michael Huellmann, Thomas Kuekenhoehner, Karl Brenner, Rainer Becker, Matthias Irgang, Charles Schommer
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Patent number: 5081311Abstract: Muscone of the formula I ##STR1## is prepared by a process in which an open-chain 2,15-diketone of the general formula IICH.sub.3 --CO--X--CO--CH.sub.3 (II)where X is one of the radicals--(--CH.sub.2 --).sub.12 -- (a)--CH.dbd.CH--(--CH.sub.2 --).sub.8 --CH.dbd.CH-- (b)--CH.sub.2 --CH.dbd.CH--(--CH.sub.2 --).sub.6 --CH.dbd.CH--CH.sub.2 --(c)--CH.sub.2 --CH.sub.2 --CH.dbd.CH--(--CH.sub.2 --).sub.4 --CH.dbd.CH--CH.sub.2 --CH.sub.2 -- (d) or--CH.sub.2 --CH.sub.2 CH.sub.2 --CH.dbd.CH--(--CH.sub.2 --).sub.2 --CH.dbd.CH--CH.sub.2 --CH.sub.2 --CH.sub.2 -- (e)is brought into contact, at from 300.degree. to 400.degree. C. in the presence of from 5 to 15% by weight, based on the amount of catalyst, of water, in the gas phase, with a fixed-bed catalyst containing TiO.sub.2, CeO.sub.2 or the ThO.sub.2 as the catalytically active compound and the unsaturated cyclic ketone formed by intramolecular aldol condensation is subjected to catalytic hydrogenation.Type: GrantFiled: May 18, 1990Date of Patent: January 14, 1992Assignee: BASF AktiengesellschaftInventors: Michael Huellmann, Thomas Kuekenhoehner, Karl Brenner, Rainer Becker, Matthias Irgang, Charles Schommer
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Patent number: 5068479Abstract: A process for preparing 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene of the formula I ##STR1## comprises reacting p-cymene of the formula II ##STR2## with a hexene of the formula IIIa, IIIb and/or IIIc ##STR3## in the presence of a catalytic amount of aluminum halide and a catalytic amount of a triphenylmethyl compound of the formula IV ##STR4## wherein R.sup.1, R.sup.2 and R.sup.3 are each, independently of one another, hydrogen, C.sub.1 -C.sub.4 -alkyl, nitro or halogen and X is hydrogen or halogen.Type: GrantFiled: March 13, 1991Date of Patent: November 26, 1991Assignee: BASF AktiengesellschaftInventors: Michael Huellmann, Herbert Mayr, Rainer Becker
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Patent number: 4965376Abstract: 3,9-Dihydroxynonyne and its derivatives protected at the 9-OH function, of the general formula I ##STR1## where R is hydrogen or a conventional alcohol protective group, and processes for the preparation of the compounds I.Type: GrantFiled: April 18, 1989Date of Patent: October 23, 1990Assignee: BASF AktiengesellschaftInventors: Michael Huellmann, Rainer Becker, Gerald Lauterbach, Ernst Buschmann, Heinz Eckhardt, Walter Himmele, Christiane Brueckner