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公开(公告)号:CA2039326C
公开(公告)日:2003-02-11
申请号:CA2039326
申请日:1991-03-28
Applicant: SCHUSTER LUDWIG , MERGER FRANZ , PRIESTER CLAUS-ULRICH , WITZEL TOM , KOPPENHOEFER GERHARD
Inventor: SCHUSTER LUDWIG , MERGER FRANZ , PRIESTER CLAUS-ULRICH , WITZEL TOM , KOPPENHOEFER GERHARD
IPC: B01J23/40 , B01J23/74 , B01J29/06 , C07B61/00 , C07C209/48 , C07C211/09 , C08G69/00 , C08G73/02 , C08K5/17 , C08J3/24
Abstract: A process for the preparation of a 2,2-disubstituted pentane-1,5-diamine of the formula I (see formula I) where R1 and R2, independently of one another, are C1- to C10-alkyl or C2- to C10-alkenyl or together are a C4- to C7- alkylene chain which is unsubstituted or monosubstituted to pentasubstituted by C1- to C4-alkyl, from a 2,2-di- substituted 4-cyanobutanal of the formula II (see formula II) where R1 and R2 are as defined above, comprises, in two spatially separate reaction spaces, a) reacting the 4-cyanobutanal of the formula II, in a first reaction space, with excess ammonia on an acidic heterogeneous catalyst at from 20 to 150.degree.C and at from 15 to 500 bar, and b) hydrogenating the resultant reaction product, in a second reaction space, using excess hydrogen in the presence of excess ammonia on a catalyst containing cobalt, nickel, ruthenium and/or another noble metal, if desired with a basic component or on a basic or neutral carrier, at from 60 to 150.degree.C and at from 50 to 500 bar. 2,2-Disubstituted pentane- 1,5-diamines of the formula I' (see formula III) where R1' and R2', independently of one another, are C1- to C10-alkyl or C2- to C10-alkenyl or together are a C4- to C7-alkylene chain which is unsubstituted or monosubstituted to pentasubstituted by C1-to C4-alkyl, with the proviso that R1' and R2' are not simultaneously methyl are also described.
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公开(公告)号:CA2139376C
公开(公告)日:2002-02-19
申请号:CA2139376
申请日:1994-12-30
Applicant: BRANDT PETER , BRUCHMANN BERND , LAQUA GERHARD , MERGER FRANZ , OTTERBACH ANDREAS , STIEFENHOFER KONRAD , WITZEL TOM , WOLFF STEFAN , BECKER RAINER
Inventor: BRANDT PETER , BRUCHMANN BERND , LAQUA GERHARD , MERGER FRANZ , OTTERBACH ANDREAS , STIEFENHOFER KONRAD , WITZEL TOM , WOLFF STEFAN , BECKER RAINER
IPC: B01J20060101 , B01J31/02 , C07B61/00 , C07D20060101 , C07D251/34 , C08G20060101 , C08G18/02 , C08G18/18 , C08G18/79 , C09D20060101
Abstract: Polyisocyanates containing isocy- anurate groups are prepared by a partial trimerization of (cyclo)aliphatic diisocyanates in the presence of at least one trimerization catalyst selected from the group consisting of te- traalkylammonium alkyl carbonates of the formula (I) (see formula I) (quaternary ammonioalkyl) carbonates having a betaine structure of the formula (II) (see formula II) and the preferred use of the polyisocyanates containing isocyanu- rate groups which are obtainable in this way is as polyisocyanate component in polyurethane finishes.
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公开(公告)号:CA2139376A1
公开(公告)日:1995-08-18
申请号:CA2139376
申请日:1994-12-30
Applicant: BRANDT PETER , BRUCHMANN BERND , LAQUA GERHARD , MERGER FRANZ , OTTERBACH ANDREAS , STIEFENHOEFER KONRAD , WITZEL TOM , WOLFF STEFAN , BECKER RAINER
Inventor: BRANDT PETER , BRUCHMANN BERND , LAQUA GERHARD , MERGER FRANZ , OTTERBACH ANDREAS , STIEFENHOEFER KONRAD , WITZEL TOM , WOLFF STEFAN , BECKER RAINER
IPC: B01J20060101 , B01J31/02 , C07B61/00 , C07D20060101 , C07D251/34 , C08G20060101 , C08G18/02 , C08G18/18 , C08G18/79 , C09D20060101
Abstract: Polyisocyanates containing isocy- anurate groups are prepared by a partial trimerization of (cyclo)aliphatic diisocyanates in the presence of at least one trimerization catalyst selected from the group consisting of te- traalkylammonium alkyl carbonates of the formula (I) (see formula I) (quaternary ammonioalkyl) carbonates having a betaine structure of the formula (II) (see formula II) and the preferred use of the polyisocyanates containing isocyanu- rate groups which are obtainable in this way is as polyisocyanate component in polyurethane finishes.
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公开(公告)号:CA2105100A1
公开(公告)日:1994-03-29
申请号:CA2105100
申请日:1993-08-30
Applicant: WITZEL TOM , MERGER FRANZ , FUCHS EBERHARD
Inventor: WITZEL TOM , MERGER FRANZ , FUCHS EBERHARD
IPC: C07B61/00 , C07C209/26 , C07C209/52 , C07C209/60 , C07C209/70 , C07C211/09 , C07C211/13 , C07C211/18 , C07C211/22 , C07C211/25 , C07C211/26 , C07C211/53 , C07C213/02 , C07C213/08 , C07C215/14 , C07C217/08 , C07C229/12 , C07D295/02 , C07D295/03 , C07D295/12 , C07D295/13 , C07C211/01 , C07C209/68 , C07C211/35 , C07C251/04 , C07D213/38 , C07D233/64 , C07D413/06
Abstract: of the disclosure: a process for preparing unsaturated amines of the general formula I (I), where R1,R2,R3,R4,R5 are hydrogen, C1- to C20-alkyl, C2- to C20-a1kenY1, C3- to C8-cycloalkyl, C3- to C8-cycloalkenyl, phe~nyl, C7- to C20-phenyl-alkyl, C1- to C20-alkoxy, phenoxy, C7- to C20-phenoxyalkyl, C1- to C20-alkylamino, phenylamino, C7- to C20-phenylalkylamino, pyridyl or imidazolyl, or R1 and R2 or R1 and R3 or R2 and R3 together are a C2- to C8-alkylene which is unsubtituted or monosubstituted to pentasubstituted by C1to C4-alkyl or unsubstituted or monosubstituted to tetrasubstituted by amino, N-C1- to C8-alkylamino, N,N-C1- to C8-di-alkylamino, hydroxyl, O-C1- to C8-alkyl-amino and/or C1- to C8-alkoxycarbonyl, and X is =C-N(R4R5) or -C=N-R4, by reacting 2-alkenals of the general formula II (II), where R1, R2 and R3 have the abovementioned meanings, with primary or secondary amines of the general formula III ( III ), where R4 and R5 have the abovementioned meanings, at from (-20) to 70.degree.C and pressures from 0.01 to 100 bar, by carrying out the reaction without removing the water of reaction and transaminating the product to give the compounds I' and hydrogenating the latter to give novel 1,3-diamines of the general formula IV (IV), where R1,R2,R3,R4,R5,R6,R7 are hydrogen, C1- to C20-alkyl, C2- to C20-alkenyl, C3- to C8-cycloalkyl, C3- to C8-cycloalkenyl, phenyl, C7- to C20-phenylalkyl, C1- to C20-alkoxy, phenoxy, C7- to C20-phenoxyalkyl, C1- to C20-alkylamino, phenylamino, C7- to C20-phenylalkylamino, pyridyl or imidazolyl, or R1 and R2 or R1 and R3 or R2 and R3 together are a C2- to C8-alkylene which is unsubtituted or monosubstituted to pentasubstituted by C1- to C4-alkyl or unsubstituted or monosubstituted to tetrasubstituted by amino, N-C1- to C8-alkylamino, N,N-C1- to C8-dialkylamino, hydroxyl, O-C1- to C8-alkylamino and/or C1- to C8-alkoxycarbonyl, with the proviso that R1 and R2 are not hydrogen if R3 is methyl and R4 and R5, R6 and R7 are in each case hydrogen or methyl, R4 and R6 are hydrogen and R5 and R7 are ethyl and also R4 and R5, R6 and R7 are in each case together (CH2)5 or (CH2)2-O-(CH2)2, is disclosed.
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公开(公告)号:CA2039327C
公开(公告)日:2001-10-23
申请号:CA2039327
申请日:1991-03-28
Applicant: MERGER FRANZ , WITZEL TOM , LERMER HELMUT , HARDER WOLFGANG , KOPPENHOEFER GERHARD , KOEHLER ULRICH , PRIESTER CLAUS-ULRICH
Inventor: KOPPENHOEFER GERHARD , HARDER WOLFGANG , LERMER HELMUT , KOEHLER ULRICH , MERGER FRANZ , WITZEL TOM , PRIESTER CLAUS-ULRICH
IPC: B01J23/40 , B01J23/74 , B01J29/06 , C07B61/00 , C07C209/00 , C07C209/26 , C07C209/48 , C07C211/36 , C07C211/35
Abstract: A process for the preparation of a 2-(3-aminopropyl)-cycloalkylamine of the general formula I (see formula I) in which the subscript n is an integer from 1 to 4, from a 2-(2-cyano- ethyl)-cycloalkanone of the general formula II (see formula II) in which the subscript n has the meaning stated, wherein the following stages are carried out in discrete reaction cham- bers: a) the 2-(2-cyanoethyl)-cycloalkanone of formula II is reacted in a first reaction chamber with excess ammonia over an acidic hetero- geneous catalyst at a temperature of from 20.degree. to 150.degree.C and a pressure of from 15 to 500 bar, and b) in a second reaction chamber, the reaction product from stage a) is hydrogenated at a temperature of from 60.degree. to 150.degree.C and a pressure of from 50 to 300 bar in the presence of excess ammonia over a catalyst containing cobalt, nickel, ruthenium, and/or some other noble metal, which catalyst optionally contains a basic component or is supported on neutral or basic supporting material, and the novel compound 2-(3-aminopropyl)-cyclopentylamine.
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公开(公告)号:CA2039328A1
公开(公告)日:1991-10-01
申请号:CA2039328
申请日:1991-03-28
Applicant: MERGER FRANZ , PRIESTER CLAUS ULRICH , WITZEL TOM , KOPPENHOEFER GERHARD , HARDER WOLFGANG
Inventor: MERGER FRANZ , PRIESTER CLAUS-ULRICH , WITZEL TOM , KOPPENHOEFER GERHARD , HARDER WOLFGANG
IPC: B01J21/04 , B01J21/06 , B01J23/46 , B01J27/18 , C07B61/00 , C07C209/00 , C07C209/26 , C07C209/48 , C07C209/52 , C07C211/36 , C07C211/35
Abstract: A process for the preparation of 3-aminomethyl-3,5,5-trimethyl-cyclo- hexylamine from 3-cyano-3,5,5-trimethyl-cyclohexanone, wherein the fol- lowing stages are carried out in discrete reaction chambers: a) the 3-cyano-3,5,5-trimethyl-cyclohexanone is reacted in a first reaction chamber with excess ammonia over an acidic metal oxide catalyst at a temperature of from 20.degree. to 150.degree.C and a pressure of from 15 to 500 bar, and b) in a second reaction chamber, the reaction product from stage a) is hydrogenated with hydrogen at a temperature of from 60.degree. to 150.degree.C and a pressure of from 50 to 300 bar in the presence of excess ammonia over a catalyst containing cobalt, nickel, ruthenium, and/or some other noble metal, which catalyst optionally contains a basic component or is supported by neutral or basic supporting material.
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公开(公告)号:CA2039327A1
公开(公告)日:1991-10-01
申请号:CA2039327
申请日:1991-03-28
Applicant: MERGER FRANZ , PRIESTER CLAUS ULRICH , KOPPENHOEFER GERHARD , HARDER WOLFGANG , WITZEL TOM , LERMER HELMUT , KOEHLER ULRICH
Inventor: MERGER FRANZ , PRIESTER CLAUS-ULRICH , KOPPENHOEFER GERHARD , HARDER WOLFGANG , WITZEL TOM , LERMER HELMUT , KOEHLER ULRICH
IPC: B01J23/40 , B01J23/74 , B01J29/06 , C07B61/00 , C07C209/00 , C07C209/26 , C07C209/48 , C07C211/36 , C07C211/35
Abstract: A process for the preparation of a 2-(3-aminopropyl)-cycloalkylamine of the general formula I (see formula I) in which the subscript n is an integer from 1 to 4, from a 2-(2-cyano- ethyl)-cycloalkanone of the general formula II (see formula II) in which the subscript n has the meaning stated, wherein the following stages are carried out in discrete reaction cham- bers: a) the 2-(2-cyanoethyl)-cycloalkanone of formula II is reacted in a first reaction chamber with excess ammonia over an acidic hetero- geneous catalyst at a temperature of from 20.degree. to 150.degree.C and a pressure of from 15 to 500 bar, and b) in a second reaction chamber, the reaction product from stage a) is hydrogenated at a temperature of from 60.degree. to 150.degree.C and a pressure of from 50 to 300 bar in the presence of excess ammonia over a catalyst containing cobalt, nickel, ruthenium, and/or some other noble metal, which catalyst optionally contains a basic component or is supported on neutral or basic supporting material, and the novel compound 2-(3-aminopropyl)-cyclopentylamine.
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公开(公告)号:CA2036537A1
公开(公告)日:1991-10-01
申请号:CA2036537
申请日:1991-02-18
Applicant: MERGER FRANZ , OTTERBACH ANDREAS , WITZEL TOM , RENZ HANS
Inventor: MERGER FRANZ , OTTERBACH ANDREAS , WITZEL TOM , RENZ HANS
IPC: C07C263/04 , A01N47/12 , C07C265/14 , C07C269/04 , C07C271/04 , C07C271/20 , C08G18/00 , C08G18/73 , C07C271/12
Abstract: The invention relates to novel 2,2-dialkylpentane 1,5-diisocyanates, 2,2-dialkylpentane-1,5-diurethanes and 2,2-dialkylpentane-1,5-dicarbamoyl chlorides of the formula in which R , R denote identical or different linear C1- to C12-alkyl radicals, branched C3- to C12-alkyl radicals, branched C2- to C12-alkenyl radicals, branched C4- to C12-alkenyl radicals or the radicals R and R together denote an alkylene group having 4 to 7 C atoms which is unsubstituted or substituted by one to 5 C1- to C4-alkyl groups and X denotes an NCO-, NH-CO2R -, NHCO2R - or NHCOCl- group, in which R and R are identical or different and denote a linear C1- to C20-alkyl radical, a branched C3- to C20-alkyl radical or a C5- to C12-cycloalkyl radical. The 2,2-dialkylpentane-1,5-diurethanes are, for example, pest control agents and are suitable, as are the 2,2-dialkylpentane-1,5-dicarbamoyl chlorides, for example, for the preparation of 2,2-dialkylpentane 1,5-diisocyanates, which in turn are used for the preparation of compact or cellular plastics by the polyisocyanate polyaddition process.
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公开(公告)号:CA2039328C
公开(公告)日:2001-11-20
申请号:CA2039328
申请日:1991-03-28
Applicant: MERGER FRANZ , PRIESTER CLAUS-ULRICH , WITZEL TOM , KOPPENHOEFER GERHARD , HARDER WOLFGANG
Inventor: MERGER FRANZ , PRIESTER CLAUS-ULRICH , WITZEL TOM , KOPPENHOEFER GERHARD , HARDER WOLFGANG
IPC: B01J21/04 , B01J21/06 , B01J23/46 , B01J27/18 , C07B61/00 , C07C209/00 , C07C209/26 , C07C209/48 , C07C209/52 , C07C211/36 , C07C211/35
Abstract: A process for the preparation of 3-aminomethyl-3,5,5-trimethyl-cyclo- hexylamine from 3-cyano-3,5,5-trimethyl-cyclohexanone, wherein the fol- lowing stages are carried out in discrete reaction chambers: a) the 3-cyano-3,5,5-trimethyl-cyclohexanone is reacted in a first reaction chamber with excess ammonia over an acidic metal oxide catalyst at a temperature of from 20.degree. to 150.degree.C and a pressure of from 15 to 500 bar, and b) in a second reaction chamber, the reaction product from stage a) is hydrogenated with hydrogen at a temperature of from 60.degree. to 150.degree.C and a pressure of from 50 to 300 bar in the presence of excess ammonia over a catalyst containing cobalt, nickel, ruthenium, and/or some other noble metal, which catalyst optionally contains a basic component or is supported by neutral or basic supporting material.
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公开(公告)号:CA2139535A1
公开(公告)日:1995-08-18
申请号:CA2139535
申请日:1995-01-04
Applicant: WOLFF STEFAN , BRANDT PETER , BRUCHMANN BERND , LAQUA GERHARD , SIEBENHAAR URSULA , TESCH HELMUT , RENZ HANS , WITZEL TOM , MERGER FRANZ , BASF AG
Inventor: WOLFF STEFAN , BRANDT PETER , BRUCHMANN BERND , LAQUA GERHARD , SIEBENHAAR URSULA , TESCH HELMUT , RENZ HANS , WITZEL TOM , MERGER FRANZ
IPC: C07C265/14 , C07C271/66 , C07C275/60 , C07C275/62 , C07D229/00 , C07D251/34 , C08G18/78 , C08G18/79 , C09K3/10 , C07C267/00 , C07C271/08 , C07C275/14 , C07C275/58
Abstract: the polyisocyanate mixtures modified by urethane, allophanate, urea, biuret, carbodiimide, uretdione and/or isocyanurate groups and having an isocyanate content of from 1 to 34% by weight whith are obtainable from diisocyanates having isocyanate groups of differing reactivity selected from the group consisting of 2-butyl-2-ethylpentane-1,5-diisocyanate, 2-(3-isocyanatopropyl)cyclohexyl-1-isocyanate and/or 1-(isocya-natomethyl)-1-(3-isocyanatopropyl)cyclohexane.
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