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    PROCESSES TO IMPROVE CATALYTIC METAL ACCOUNTABILITY IN HYDROFORMYLATION PROCESSES
    3.
    发明公开
    PROCESSES TO IMPROVE CATALYTIC METAL ACCOUNTABILITY IN HYDROFORMYLATION PROCESSES 审中-公开

    公开(公告)号：US20230406801A1

    公开(公告)日：2023-12-21

    申请号：US18251009

    申请日：2021-11-18

    Applicant: Dow Technology Investments LLC

    Inventor： Michael A. Brammer ,  Jason F. Giles ,  Glenn A. Miller

    IPC: C07C45/50 ,  B01J31/18

    CPC classification number: C07C45/505 ,  B01J31/185

    Abstract: Embodiments of the present invention are directed to processes to improve rhodium accountability in continuous liquid recycle hydroformylation processes. In some embodiments, a process comprises contacting in a reaction zone reactants comprising C7-C20 olefins, hydrogen, and carbon monoxide in the presence of a catalyst comprising rhodium and an organomonophosphite ligand to form a reaction fluid, wherein the feed rate of olefins to the reaction zone is greater than 100 kilograms/hour; providing the reaction fluid to a strip gas vaporizer to produce a product stream and a vaporizer tails stream; measuring the C7-C20 olefin content in the vaporizer tails stream; and adding a C7-C20 olefins stream comprising at least 50 weight percent C7-C20 olefins to the vaporizer tails stream to maintain the C7-C20 content in vaporizer tails stream above 2 percent by weight.

    PROCESSES FOR PREPARING ISOPRENE AND MONO-OLEFINS COMPRISING AT LEAST SIX CARBON ATOMS
    4.
    发明申请
    PROCESSES FOR PREPARING ISOPRENE AND MONO-OLEFINS COMPRISING AT LEAST SIX CARBON ATOMS 有权

    公开(公告)号：US20220402835A1

    公开(公告)日：2022-12-22

    申请号：US17755724

    申请日：2020-11-11

    Applicant: Dow Technology Investments LLC

    Inventor： Marinus A. Bigi ,  Michael A. Brammer ,  Glenn A. Miller ,  Amarnath Singh

    IPC: C07C1/24

    Abstract: The present invention relates to processes for preparing isoprene and mono-olefins comprising at least six carbon atoms. In one aspect, a process comprises (a) hydroformylating a mixed C4 olefin stream, wherein the mixed C4 olefin stream comprises 1-butene, 2-butene, and optionally isobutene, with a hydroformylation catalyst, wherein the hydroformylation catalyst comprises rhodium with monodentate organophosphorous ligand and optionally polydentate organophosphorous ligand, to produce a mixture comprising linear and branched C5 aldehydes; (b) separating the branched C5 aldehydes from the linear C5 aldehydes to provide a branched C5 aldehyde stream and a linear C5 aldehyde stream; (c) dehydrating the branched C5 aldehydes in the branched C5 aldehyde stream using a dehydration catalyst to form a stream comprising isoprene; (d) hydrogenating the linear C5 aldehydes in the linear C5 aldehyde stream to form a C5 alcohol stream; (e) dehydrating the C5 alcohols in the C5 alcohol stream with a second dehydration catalyst to form a C5 olefin stream; (f) hydroformylating the C5 olefins in the C5 olefin stream to generate a C6 aldehyde stream; (g) hydrogenating the C6 aldehydes in the C6 aldehyde stream to form a C6 alcohol stream; and (h) dehydrating the C6 alcohols in the C6 alcohol stream with a third dehydration catalyst to form a C6 olefin stream.

    METHODS OF CONTROLLING HYDROFORMYLATION PROCESSES
    6.
    发明申请
    METHODS OF CONTROLLING HYDROFORMYLATION PROCESSES 有权

    公开(公告)号：US20210362141A1

    公开(公告)日：2021-11-25

    申请号：US17040305

    申请日：2019-05-03

    Applicant: Dow Technology Investments LLC

    Inventor： Michael A. Brammer ,  Huifeng Qian

    IPC: B01J31/02 ,  C07C45/50

    Abstract: The present invention relates to methods of controlling hydroformylation processes for producing normal (N) and iso (I) aldehydes at a N:I ratio. In one aspect, a method of controlling a hydroformylation process comprises contacting an olefin with carbon monoxide, hydrogen and a catalyst, the catalyst comprising (A) a transition metal, (B) a monophosphine, and (C) a tetraphosphine having the structure described herein, the contacting conducted in one or more reaction zones and at hydroformylation conditions to produce a blend of normal (N) and iso (I) aldehydes at a N:I ratio, the method comprising at least one of increasing the N:I ratio by adding additional tetraphosphine to a reaction zone; decreasing the N:I ratio by adding additional monophosphine to a reaction zone; or increasing the N:I ratio by volatilization of the free monophosphine.

    Processes for purifying ligands
    8.
    发明授权
    Processes for purifying ligands 有权

    公开(公告)号：US11124531B2

    公开(公告)日：2021-09-21

    申请号：US16610958

    申请日：2018-06-12

    Applicant: Dow Technology Investments LLC

    Inventor： Marinus A. Bigi ,  Michael A. Brammer ,  Glenn A. Miller

    IPC: C07F9/6574 ,  C07F9/02

    Abstract: Embodiments of the present invention are directed to processes for purifying ligands such as organopolyphosphite ligands. In one embodiment, a process comprises: (a) receiving a solid organopolyphosphite compound that has been recrystallized or triturated at least once, wherein the solid organopolyphosphite compound comprises greater than one weight percent of an oxidized phosphite impurity and wherein the organopolyphosphite compound is substantially free of solvent; (b) slurrying the solid organopolyphosphite compound in a C2 or higher alcohol at a temperature of at least 60° C. for at least 20 minutes to reduce the oxidized phosphite impurity in the solid phase; and (c) removing liquid comprising dissolved oxidized phosphite impurity from the slurry, wherein the residual oxidized phosphite impurity content of the organopolyphosphite compound following step (c) is 1 weight percent or less.

    HYDROFORMYLATION PROCESS
    9.
    发明申请
    HYDROFORMYLATION PROCESS 有权

    公开(公告)号：US20210179523A1

    公开(公告)日：2021-06-17

    申请号：US16759879

    申请日：2018-11-29

    Applicant: Dow Technology Investments LLC

    Inventor： Marinus A. Bigi ,  Michael A. Brammer

    IPC: C07C45/50 ,  B01J31/18 ,  C07C45/86

    Abstract: The present invention relates to hydroformylation processes for producing aldehydes. In some embodiments, the process comprises contacting in a reaction zone reactants comprising an olefin, hydrogen and CO in the presence of a rhodium-organophosphite based catalyst, optionally with free organophosphite ligand, and 0.1 to 3 weight percent, based on the total weight of the fluid in the reaction zone, of certain polymers specified herein, such that the solubility of the polymer in the aldehyde is greater than or equal to 1 weight percent at 40° C.

    Processes for recovery of rhodium from a hydroformylation process
    10.
    发明授权
    Processes for recovery of rhodium from a hydroformylation process 有权

    公开(公告)号：US11033890B2

    公开(公告)日：2021-06-15

    申请号：US16638420

    申请日：2018-11-02

    Applicant: Dow Technology Investments LLC

    Inventor： Marinus A. Bigi ,  Rick B. Watson

    IPC: C07C45/50 ,  B01J31/00 ,  B01J38/00 ,  B01J31/40 ,  B01J31/18 ,  B01J38/02 ,  B01J38/58

    Abstract: Some embodiments of the present invention relate to processes to recover rhodium from a hydroformylation process. In some embodiments, the process to recover rhodium from the hydroformylation process comprises (a) treating a catalyst-containing stream from the hydroformylation process with 2.5 to 20 weight percent, based on the total weight of the stream, of a water-soluble organic amine of the following structure: wherein R32, R33, and R34 are each independently alkyls and ethoxylates, and wherein no more than one of R32, R33, and R34 is alkyl; (b) heating the resulting solution in the presence of syngas to a temperature of at least 65° C. to generate a rhodium-rich phase and a supernatant; and (c) removing the supernatant to recover the rhodium-rich phase.

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