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    • 13. 发明授权
    • Preparation of amines
    • 胺的制备
    • US06462236B2
    • 2002-10-08
    • US09983307
    • 2001-10-24
    • Shelue LiangFrank FunkeArthur Höhn
    • Shelue LiangFrank FunkeArthur Höhn
    • C07C20926
    • C07C209/26C07C211/29
    • Amines of the formula (I) R1R2CH—NR3R4  (I) where R1, R2, R3 and R4 are each, independently of one another, hydrogen, straight-chain or branched C1-C12-alkyl, C3-C12-cycloalkyl, C6-C10-aryl or C7-C11-aralkyl, where at least one of the radicals R1 and R2 is aryl or aralkyl whose aromatic unit is substituted by at least one halogen, are prepared by catalytic, hydrogenative amination of carbonyl compounds of the formula (II) or alcohols of the formula (III) R1—C(═O)—R2  (II) R1—CH(OH)—R2  (III) by means of nitrogen compounds of the formula (IV) HNR3R4  (IV) where R1 to R4 are as defined above, in the presence of Co- and/or Ni-containing catalysts, in the additional presence of solid acid cocatalysts and in the absence of organic sulfur compounds.
    • 式(I)的胺其中R 1,R 2,R 3和R 4各自独立地为氢,直链或支链C 1 -C 12 - 烷基,C 3 -C 12 - 环烷基,C 6 -C 10 - 芳基或C 7 -C 12 - C 11 - 芳烷基,其中基团R 1和R 2中的至少一个是其芳族单元被至少一个卤素取代的芳基或芳烷基,其通过式(II)的羰基化合物的催化,氢化胺化或式 (III)通过其中R 1至R 4如上所定义的式(Ⅳ)的氮化合物在存在Co和/或Ni的催化剂的情况下,在固体酸助催化剂的另外存在下,在不存在 有机硫化合物。
    • 15. 发明授权
    • Preparation of propene
    • US06271430B1
    • 2001-08-07
    • US09283201
    • 1999-04-01
    • Peter SchwabArthur Höhn
    • Peter SchwabArthur Höhn
    • C07C602
    • The present invention relates to a process for preparing propene by metathesis of olefins. The process comprises preparing propene by a) in a first reactor (R1), reacting 1-butene and 2-butene to give propene and 2-pentene in the presence of a metathesis catalyst comprising at least one compound of a metal of transition group VIb, VIIb, or VIII of the Periodic Table of elements, b) subsequently separating the propene, unreacted raffinate II, and 2-pentene formed in a) in a distillation column (D1), c) subsequently reacting the 2-pentene of b) with ethene to give propene and 1-butene in a reactor (R2) in the presence of a metathesis catalyst comprising at least one compound of a metal of transition group VIb, VIIb, or VIII of the Periodic Table of Elements, d) subsequently separating the propene and 1-butene formed in c), e) subsequently returning the 1-butene formed in d) to step a) and f) wherein unreacted raffinate II is taken off at the middle off take of column D1 in b) and partly returned to step a).
    • 17. 发明授权
    • Preparation of primary and secondary amines from nitriles
    • 从腈制备伯胺和仲胺
    • US06790995B2
    • 2004-09-14
    • US10033912
    • 2002-01-03
    • Joachim PfeffingerMichael HüllmannArthur HöhnFrank FunkeFrank OhlbachTill Gerlach
    • Joachim PfeffingerMichael HüllmannArthur HöhnFrank FunkeFrank OhlbachTill Gerlach
    • C07C20948
    • C07C213/02C07C209/48C07C211/11C07C215/08
    • 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.
    • 式(I)的伯胺和式(II)的仲胺的混合物,其中X是可以未被取代或被C 1-20烷基取代的C 1-20 - 烷基,C 2-20 - 烯基或C 3-8 - 环烷基 ,C 3-8 - 环烷基,C 4-20 - 烷基环烷基,C 4-20 - 环烷基烷基,C 2-20烷氧基烷基,C 6-14 - 芳基,C 7-20 - 烷基芳基,C 7-20 - 芳烷基,C 1-20 - 烷氧基,羟基 ,C 1-20羟烷基,氨基,C 1-20烷基氨基,C 2-20 - 二烷基氨基,C 2-12 - 烯基氨基。 C 3-8 - 环烷基氨基,芳基氨基,二芳基氨基,芳基-C 1-8 - 烷基氨基,卤素,巯基,C 2-20 - 烯氧基,C 3-8 - 环烷氧基,芳氧基和/或C 2-8烷氧基羰基, (III)与氢气在50-250℃下反应,压力为5-350巴,在含Pd催化剂的存在下,基于催化剂的总重量计,为0.1-10重量%的Pd 在支持上。
    • 18. 发明授权
    • Preparation of secondary amines from nitriles
    • 从腈制备仲胺
    • US06525223B2
    • 2003-02-25
    • US10026900
    • 2001-12-27
    • Joachim PfeffingerMichael HüllmannArthur HöhnFrank FunkeFrank OhlbachTill Gerlach
    • Joachim PfeffingerMichael HüllmannArthur HöhnFrank FunkeFrank OhlbachTill Gerlach
    • C07C20948
    • C07C209/48C07C211/11
    • 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 0.1 to 5% by weight, based on the total weight of the catalyst, of Rh on a support to give mixtures of primary amines of the formula (I) X—CH2—NH2  (I) and secondary amines of the formula (II) (X—CH2—)2NH  (II) and returning at least part of the primary amines separated from the mixtures obtained to the reaction.
    • 式(II)的仲胺,其中X是可以是未取代的或被C 1-20 - 烷基,C 3-8 - 环烷基,C 4 -C 18环烷基,C 3-8 - C 20-20烷基烷基,C 2-20 - 烷氧基烷基,C 6-14 - 芳基,C 7-20 - 烷基芳基,C 7-20 - 芳烷基,C 1-20 - 烷氧基,羟基,C 1-20 - 羟基烷基,氨基, C 1-20 - 烷基氨基,C 2-20 - 二烷基氨基,C 2-12 - 烯基氨基,C 3-8 - 环烷基氨基,芳基氨基,二芳基氨基,芳基-C 1-8 - 烷基氨基,卤素,巯基,C 2-20 - 烯氧基, 环烷氧基,芳氧基和/或C 2-8 - 烷氧基羰基,通过在含Rh的催化剂存在下,使式(III)的腈与20至250℃的压力和60至350巴的压力反应来制备 包含基于催化剂总重量的0.1至5重量%的Rh在载体上以得到式(I)的伯胺和式(II)的仲胺的混合物,并使至少部分 从获得的混合物中分离出伯胺 反应。