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    • 2. 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。
    • 3. 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。
    • 4. 发明授权
    • Preparation of secondary amines from primary amines
    • 从伯胺制备仲胺
    • US06723880B2
    • 2004-04-20
    • US10173774
    • 2002-06-19
    • Peter NeumannJohann-Peter MelderChristoph BenischArthur HöhnJoachim Pfeffinger
    • Peter NeumannJohann-Peter MelderChristoph BenischArthur HöhnJoachim Pfeffinger
    • C07D41702
    • C07C209/64C07C211/13
    • A process for producing secondary amines of the formula R1R2N—A—NH—A—NR1R2, where R1 and R2 are linear or branched C1-20-alkyl radicals, optionally substituted with from 1 to 5 phenyl groups; or cyclohexyl radicals; or together with the nitrogen atom to which they are bound, form a 3 to 7 membered saturated ring, optionally containing further hetero atoms selected from the group consisting of N, O and S, and optionally substituted with from 1 to 5 C1-2-alkyl groups. The group A is a linear or branched C2-20-alkylene group, optionally containing from 1 to 5 phenylene groups; or a radical of the formula —CH(R3)—[CH2]k—X—[CH(R3)—[CH2]k—X]m—CH(R3)—[CH2]k—, where R3 is H or CH3, X is O, S or NR4, R4 is H or a linear or branched C1-4-alkyl group, k is 1 or 2, and m is an integer from 0 to 4; or a group of the formula where n, o, p, and q are, independently, integers from 1 to 4. In this process, primary amines of the formula R1R2N—A—NH2 are reacted in the presence of hydrogen and a catalyst comprising at least one element or compound of an element of groups VIII and IB of the Periodic Table, preferably group IB, and in particular, Cu. Through this process, a high selectivity of the desired amines can be achieved.
    • 一种制备式R 1 R 2 NA-NH-A-NR 1 R 2的仲胺的方法,其中R 1和R 2是直链或支链C 1-20 - 任选被1至5个苯基取代的烷基; 或环己基; 或与其结合的氮原子一起形成3至7元饱和环,任选地含有选自N,O和S的另外的杂原子,并且任选被1至5个C 1-2 - 烷基。 基团A是任选含有1至5个亚苯基的直链或支链C 2-20 - 亚烷基; 或式-CH(R 3) - [CH 2] k X- [CH(R 3) - [CH 2] k X] m -CH(R 3) - [CH 2] k - 的基团, 其中R 3是H或CH 3,X是O,S或NR 4,R 4是H或直链或支链C 1-4 - 烷基,k是1或2,m是整数 从0到4; 或一组式n,o,p和q独立地为1至4的整数。在该方法中,式R 1 R 2 NA-NH 2的伯胺在存在下反应 氢和包含元素周期表第VIII和IB族元素的至少一种元素或化合物的催化剂,优选IB族,特别是Cu。 通过该方法,可以实现所需胺的高选择性。
    • 7. 发明申请
    • CONTINUOUS METHOD AND REACTOR FOR HYDROGENATING ORGANIC COMPOUNDS
    • 氢化有机化合物的连续方法和反应器
    • US20110137083A1
    • 2011-06-09
    • US12994575
    • 2009-05-20
    • Joachim Pfeffinger
    • Joachim Pfeffinger
    • C07C211/35B01J19/26
    • B01J4/002B01J8/025B01J8/226B01J8/228B01J19/246B01J19/2465B01J19/30B01J19/32B01J2219/00777C07C29/147C07C29/19C07C209/72C07C2601/14C07C211/36
    • The present invention relates to a continuous process for hydrogenating organic compounds in a polyphasic system in the presence of a homogeneous or heterogeneous catalyst, which comprises performing the process in two stages, the first stage being performed in a loop reactor with an external heat exchanger and the second stage in a bubble column reactor with limited backmixing.The present invention further relates to a hydrogenation reactor (1) in a tall cylindrical design comprising a concentric guide tube (2) arranged in the lower reaction region and a mixing nozzle (3) directed upward, through which reactants and reaction mixture can be supplied, a pump (4) and a heat exchanger (5), which are present in an external pump circulation system which leads from the reactor to the mixing pump, and with one or more gas- and liquid-permeable internals (10) mounted in the upper region of the reactor, where the ratio of total length to diameter of the hydrogenation reactor (1) is in the range from 5:1 to 100:1 and the ratio of the volume of the upper region of the reactor to the volume of the lower region of the reactor is from 0.05:1 to 10:1.
    • 本发明涉及一种用于在均相或多相催化剂存在下在多相体系中氢化有机化合物的连续方法,其包括在两个阶段中进行该过程,第一阶段在具有外部热交换器的环管反应器中进行, 泡沫塔式反应器的第二阶段有限的回混。 本发明还涉及一种具有高圆柱形设计的氢化反应器(1),其包括布置在下部反应区域中的同心引导管(2)和向上引导的混合喷嘴(3),从而可以提供反应物和反应混合物 ,存在于从反应器引导到混合泵的外部泵循环系统中的泵(4)和热交换器(5),以及安装在一个或多个气体和液体可透过的内部构件(10)中的泵 反应器的上部区域,其中氢化反应器(1)的总长度与直径的比率在5:1至100:1的范围内,并且反应器的上部区域的体积与体积的比率 的反应器的下部区域为0.05:1至10:1。
    • 8. 发明授权
    • Method of conveying liquids
    • 输送液体的方法
    • US08940250B2
    • 2015-01-27
    • US13382740
    • 2010-07-06
    • Joachim PfeffingerWilli GilcherJuergen Morell
    • Joachim PfeffingerWilli GilcherJuergen Morell
    • B01L3/00F04B53/14F04B15/04F04B39/00F04B43/02F04F1/02F04F1/14F04F1/18
    • F04B53/141F04B15/04F04B39/0011F04B43/02F04F1/02F04F1/14F04F1/18Y10T137/0318Y10T436/2575
    • The present invention relates to a method of continuously conveying a liquid which is used as starting material in a chemical reaction by means of a displacement pump having physically separate forward-transport valves and a liquid-filled bidirectional flow line between displacement pump and forward-transport valves, wherein an auxiliary liquid which is a product or a starting material of the chemical reaction and has a melting point which is below the melting point or below the saturation temperature of the liquid to be conveyed is present in the bidirectional flow line.The present invention additionally provides for the use of a product formed by hydrogenation of an aromatic compound as auxiliary liquid for conveying an aromatic compound and also the use of an alcohol or an ester derived from alcohol and carboxylic acid as auxiliary liquid for conveying carboxylic acids or carboxylic acid derivatives.
    • 本发明涉及一种连续输送液体的方法,该液体通过具有物理分离的前向输送阀的位移泵和位移泵与前进运输之间的液体填充双向流动管线在化学反应中用作原料 阀,其中作为化学反应的产物或原料的辅助液体存在于双向流动管线中,所述辅助液体的熔点低于待输送的液体的熔点或低于饱和温度。 本发明另外提供了通过芳族化合物氢化形成的产物作为用于输送芳族化合物的辅助液体的用途,还提供了使用来自醇和羧酸的醇或酯作为用于输送羧酸的辅助液体的用途,或 羧酸衍生物。