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    • 4. 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。
    • 7. 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。