Minimization of ligand degradation products, or reversion of same to useful phosphine ligands
    1.
    发明授权
    Minimization of ligand degradation products, or reversion of same to useful phosphine ligands 有权
    配体降解产物的最小化,或者将其还原成有用的膦配体

    公开(公告)号:US07485759B2

    公开(公告)日:2009-02-03

    申请号:US12018841

    申请日:2008-01-24

    Abstract: A process for the minimization of phosphonium ion ligand degradation products formed during reaction of a polyunsaturated olefin or an unconjugated functionalized olefin in the presence of a transition metal-triorganophosphine ligand complex catalyst to form as a product, by-product, or intermediate product a conjugated functionalized olefin having a carbon-carbon double bond conjugated to an α-electron-withdrawing group, such as, an α,β-unsaturated aldehyde, ketone, ester, acid, or nitrile. The minimization process involves conducting the reaction under selected conditions of conversion, temperature, pressure, or a combination thereof; and/or by selecting a triorganophosphine ligand with a specified steric and/or electronic property. Further, a process for reversion of phosphonium ion ligand degradation product(s) back to useful triorganophosphine ligand(s), the reversion involving treating a reaction product fluid containing the degradation product(s) with an inert gas, hydrogen, synthesis gas, or a mixture thereof under conditions sufficient to regenerate the triorganophosphine ligand(s).

    Abstract translation: 一种在过渡金属 - 三有机膦配体催化剂存在下,在多不饱和烯烃或非共轭官能化烯烃反应期间形成的鏻离子配体降解产物最小化的方法,以形成产物,副产物或中间产物,共轭 具有与α-吸电子基团例如α,β-不饱和醛,酮,酯,酸或腈共轭的碳 - 碳双键的官能化烯烃。 最小化方法包括在选择的转化条件,温度,压力或其组合下进行反应; 和/或通过选择具有特定空间和/或电子性质的三有机膦配体。 此外,将鏻离子配位体降解产物还原回有用的三有机膦配体的方法,涉及用惰性气体,氢气,合成气体或其混合物处理含有降解产物的反应产物流体的逆转 其混合物在足以再生三有机膦配体的条件下进行。

    Bis-chelating ligand and use thereof in carbonylation processes
    2.
    发明申请
    Bis-chelating ligand and use thereof in carbonylation processes 有权
    双螯合配体及其在羰基化过程中的应用

    公开(公告)号:US20060058557A1

    公开(公告)日:2006-03-16

    申请号:US10527568

    申请日:2003-09-26

    Abstract: A novel bis-chelating composition characterized by formula I: wherein M is a Group VB element; RI and R2 are each independently selected from hydrogen and monovalent hydrocarbyl radicals; or R1 and R2 are bonded together to form a diradical; or one of RI or R2 is hydrogen or a monovalent hydrocarbyl radical, while the other of R1 or R2 is a hydrocarbyl radical bonded to an atom in Ar; wherein Ar is selected from 1,2-arylenes; Q is selected from 1,2-arylenes, 2,2′-bisarylenes and alkyl diradicals; and W is selected from II, III, IV, or V: wherein M is as defined hereinbefore; each R is independently selected from hydrogen and monovalent hydrocarbyl radicals; X is selected from alkyl and aryl diradicals; Ar1 and Ar2 are each independently selected from 1,2-arylenes; Ar3 and Ar4 are each independently selected from monovalent aryl radicals; and n in formula IV is 0 or 1. The composition finds utility as a ligand in catalysts for carbonylation processes.

    Abstract translation: 特征在于式I的新型双螯合组合物:其中M是VB族元素; R 1和R 2各自独立地选自氢和一价烃基; 或者R 1和R 2结合在一起形成双基; 或R 1或R 2中的一个为氢或一价烃基,而R 1或R 2中的另一个为与Ar中的原子键合的烃基; 其中Ar选自1,2-亚芳基; Q选自1,2-亚芳基,2,2'-双芳烯和烷基双基; W选自II,III,IV或V:其中M如上所定义; 每个R独立地选自氢和一价烃基; X选自烷基和芳基双基; Ar 1和Ar 2各自独立地选自1,2-亚芳基; Ar 3和Ar 4各自独立地选自单价芳基; 式IV中的n为0或1.该组合物用作羰基化反应催化剂中的配体

    Extraction process for aldehyde product separation and catalyst recovery
    3.
    发明授权
    Extraction process for aldehyde product separation and catalyst recovery 失效
    醛产物分离和催化剂回收的提取过程

    公开(公告)号:US08134031B2

    公开(公告)日:2012-03-13

    申请号:US12664220

    申请日:2008-05-30

    Applicant: Wei-Jun Peng

    Inventor: Wei-Jun Peng

    CPC classification number: C11C3/00 C07C67/347 C07C67/58 C07C69/716

    Abstract: An extraction process for a non-aqueous hydroformylation product composition to separate an aldehyde product and to recover a hydroformylation catalyst. The process involves mixing a non-aqueous hydroformylation product composition containing a mixture of formyl-substituted fatty acid triglyceride esters derived from hydroformylating a seed oil, a transition metal-organophosphine ligand wherein the organophosphine is ionically-charged, optionally free ionically-charged organophosphine ligand, and a polar organic solubilizing agent with water and an extraction solvent having low water solubility to recover an organic phase containing the mixture of formyl-substituted fatty acid triglycerides and the low solubility extraction solvent and an aqueous phase containing the transition metal-organophosphine ligand, optional free ligand, the organic solubilizing agent, and water. Optionally, the low solubility extraction solvent can be prepared in situ in the hydroformylation step.

    Abstract translation: 用于非水羰基化产物组合物分离醛产物并回收加氢甲酰化催化剂的提取方法。 该方法包括混合含有衍生自加氢甲酰化种子油的甲酰取代的脂肪酸甘油三酸酯混合物的非水性加氢甲酰化产物组合物,其中有机膦被离子带电的过渡金属 - 有机膦配体,任选的游离离子电荷的有机膦配体 和具有低水溶性的水和萃取溶剂的极性有机增溶剂,以回收含有甲酰取代的脂肪酸甘油三酸酯和低溶解度提取溶剂的混合物的有机相和含有过渡金属 - 有机膦配体的水相, 任选的游离配体,有机增溶剂和水。 任选地,低溶解度提取溶剂可以在加氢甲酰化步骤中原位制备。

    MINIMIZATION OF LIGAND DEGRADATION PRODUCTS, OR REVERSION OF SAME TO USEFUL PHOSPHINE LIGANDS
    5.
    发明申请
    MINIMIZATION OF LIGAND DEGRADATION PRODUCTS, OR REVERSION OF SAME TO USEFUL PHOSPHINE LIGANDS 有权
    配体降解产物的最小化或将其转化为有用的磷酸盐配体

    公开(公告)号:US20080114191A1

    公开(公告)日:2008-05-15

    申请号:US12018841

    申请日:2008-01-24

    Abstract: A process for the minimization of phosphonium ion ligand degradation products formed during reaction of a polyunsaturated olefin or an unconjugated functionalized olefin in the presence of a transition metal-triorganophosphine ligand complex catalyst to form as a product, by-product, or intermediate product a conjugated functionalized olefin having a carbon-carbon double bond conjugated to an α-electron-withdrawing group, such as, an α,β-unsaturated aldehyde, ketone, ester, acid, or nitrile. The minimization process involves conducting the reaction under selected conditions of conversion, temperature, pressure, or a combination thereof; and/or by selecting a triorganophosphine ligand with a specified steric and/or electronic property. Further, a process for reversion of phosphonium ion ligand degradation product(s) back to useful triorganophosphine ligand(s), the reversion involving treating a reaction product fluid containing the degradation product(s) with an inert gas, hydrogen, synthesis gas, or a mixture thereof under conditions sufficient to regenerate the triorganophosphine ligand(s).

    Abstract translation: 一种在过渡金属 - 三有机膦配体催化剂存在下,在多不饱和烯烃或非共轭官能化烯烃反应期间形成的鏻离子配体降解产物最小化的方法,以形成产物,副产物或中间产物,共轭 具有与α-吸电子基团例如α,β-不饱和醛,酮,酯,酸或腈共轭的碳 - 碳双键的官能化烯烃。 最小化方法包括在选择的转化条件,温度,压力或其组合下进行反应; 和/或通过选择具有特定空间和/或电子性质的三有机膦配体。 此外,将鏻离子配位体降解产物还原回有用的三有机膦配体的方法,涉及用惰性气体,氢气,合成气体或其混合物处理含有降解产物的反应产物流体的逆转 其混合物在足以再生三有机膦配体的条件下进行。

    Novel phosoxophite legands and use thereof in carbonylation processes
    6.
    发明申请
    Novel phosoxophite legands and use thereof in carbonylation processes 有权
    新型磷脂硫化物及其在羰基化方法中的应用

    公开(公告)号:US20060100453A1

    公开(公告)日:2006-05-11

    申请号:US10504247

    申请日:2003-03-04

    Abstract: A novel organophosphorus composition and synthesis thereof, the composition being characterized by one phosphite moiety, one phosoxophite moiety, and a plurality of sterically bulky substituents. The novel composition finds utility as a ligand in Group VIII transition metal phosoxophite complex catalysts and complex catalyst precursors that are used in carbonylation processes, preferably, hydroformylation processes. Additionally, there is disclosed a novel method of preparing a phosphoromonochloridite composition that finds utility as a precursor to the novel phosoxophite composition.

    Abstract translation: 一种新颖的有机磷组合物及其合成,该组合物的特征在于一个亚磷酸酯部分,一个亚磷酸酯部分和多个空间庞大的取代基。 该新型组合物可用作第VIII族过渡金属磷酸盐络合物催化剂和复合催化剂前体中的配体,其用于羰基化方法,优选加氢甲酰化方法。 此外,公开了一种制备可用作新型磷酸盐组合物的前体的一氯代氯酸盐组合物的新方法。

    Process for making amino acids
    8.
    发明授权
    Process for making amino acids 失效
    制备氨基酸的方法

    公开(公告)号:US07671231B2

    公开(公告)日:2010-03-02

    申请号:US11333937

    申请日:2006-01-18

    CPC classification number: C07C227/32 C07D317/30 C12P13/04 C12P41/006

    Abstract: A process for making an amino acid by the steps of: (a) contacting a compound of formula I with a hydroformylation catalyst and synthesis gas to produce a mixture of aldehyde compounds comprising the formulas IIa, IIb and IIc; (b) reacting the mixture of aldehyde compounds from step (a) to produce a mixture of derivative compounds; (c) contacting the mixture of derivative compounds from step (b) with an enantioselective hydrolase enzyme in the presence of water to produce an L-amino acid having the formula IV; (d) isolating the amino acid having the formula IV in substantially pure form, wherein in formulas I, IIa, IIb, IIc, IIIa, IIIb, IIIc and IV, R is H, alkyl or aryl and R1 and R2 are the same or different alkyl groups and wherein R1 and R2 may be fused.

    Abstract translation: 通过以下步骤制备氨基酸的方法:(a)使式I化合物与加氢甲酰化催化剂和合成气接触以产生包含式IIa,IIb和IIc的醛化合物的混合物; (b)使来自步骤(a)的醛化合物的混合物反应以产生衍生化合物的混合物; (c)在水存在下将来自步骤(b)的衍生化合物的混合物与对映选择性水解酶接触以产生具有式IV的L-氨基酸; (d)以基本上纯的形式分离具有式IV的氨基酸,其中在式I,IIa,IIb,IIc,IIIa,IIIb,IIIc和IV中,R是H,烷基或芳基,R 1和R 2相同或 不同的烷基,其中R 1和R 2可以稠合。

    HYDROFORMYLATION PROCESS FOR PHARMACEUTICAL INTERMEDIATE
    9.
    发明申请
    HYDROFORMYLATION PROCESS FOR PHARMACEUTICAL INTERMEDIATE 审中-公开
    药物中间体的水解过程

    公开(公告)号:US20090247744A1

    公开(公告)日:2009-10-01

    申请号:US12481971

    申请日:2009-06-10

    CPC classification number: C07D471/04

    Abstract: The invention relates to an improved process for the preparation of an advanced synthetic intermediate of ACE inhibitors. In one aspect, the present invention is based on a novel process for the preparation of an aldehyde of formula (I), wherein (N)PrG is a protected amino group, R is an alkyl or aralkyl group and X1-4 are each independently H or a non-reacting substituent, which comprises hydroformylation of an α-olefin of formula (II), by reaction with syngas (CO/H2) in the presence of, as catalyst, a group VII transition metal complex of a phosphorus-containing ligand. Aldehyde (I), the product of linear hydroformylation, is formed in preference to aldehyde (III). In another aspect of the invention, α-olefin (II) is a novel composition. The process to convert (II) to (I) enables an efficient manufacturing route to MDL 28,726 and analogues.

    Abstract translation: 本发明涉及用于制备ACE抑制剂的高级合成中间体的改进方法。 一方面,本发明基于制备式(I)的醛的新方法,其中(N)PrG是被保护的氨基,R是烷基或芳烷基,X1-4各自独立地 H或非反应性取代基,其包括式(II)的α-烯烃的加氢甲酰化,通过在作为催化剂的情况下与合成气(CO / H 2)反应的含磷的第Ⅶ族过渡金属络合物 配体。 醛(I)是线性加氢甲酰化的产物,优先于醛(III)。 在本发明的另一方面,α-烯烃(II)是一种新的组合物。 将(II)转化为(I)的过程能够实现MDL 28,726和类似物的有效制造路线。

    HYDROFORMYLATION PROCESS AND PRODUCT SEPARATION WITH IMPROVED RECOVERY OF RHODIUM
    10.
    发明申请
    HYDROFORMYLATION PROCESS AND PRODUCT SEPARATION WITH IMPROVED RECOVERY OF RHODIUM 有权
    氢氧化工艺和产品分离与改进的RHODIUM恢复

    公开(公告)号:US20090118548A1

    公开(公告)日:2009-05-07

    申请号:US12299853

    申请日:2007-04-17

    Abstract: A non-aqueous hydroformylation process with liquid catalyst recycle involving a hydroformylation step and one or more stages of phase separation to recover a high molecular weight aldehyde product with efficient recovery of rhodium catalyst. The process includes a hydroformylation step to prepare a non-aqueous hydroformylation reaction product composition comprising one or more aldehyde products, one or more conjugated polyolefins, a rhodium-organophosphorus ligand complex, free organophosphorus ligand, and an organic solubilizing agent for said complex and said free ligand, and thereafter one or more stages of phase separation using added water under a carbon monoxide gas, hydrogen gas, or a mixture thereof. The process requires a specific range of total pressure for the hydroformylation, a specific range of total pressure for at least one of the separation stages, and a minimum sum of the total pressure of the hydroformylation step and the total pressure of the separation stage containing said gas.

    Abstract translation: 具有液体催化剂循环的非水羰基化方法,其涉及加氢甲酰化步骤和一个或多个相分离阶段以回收高分子量醛产物并有效回收铑催化剂。 该方法包括加氢甲酰化步骤,以制备包含一种或多种醛产物,一种或多种共轭聚烯烃,铑 - 有机磷配体络合物,游离有机磷配体和用于所述络合物的有机增溶剂的非水羰基化反应产物组合物和所述 游离配体,然后在一氧化碳气体,氢气或其混合物中使用加入的水进行一个或多个相分离阶段。 该方法需要加氢甲酰化的总压力的特定范围,至少一个分离阶段的总压力的特定范围,以及加氢甲酰化步骤的总压力和含有所述分离阶段的分离阶段的总压力的最小总和 加油站。

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