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1.
公开(公告)号:US10519090B2
公开(公告)日:2019-12-31
申请号:US16216053
申请日:2018-12-11
申请人: EVONIK DEGUSSA GMBH
发明人: Rui Sang , Peter Kucmierczyk , Kaiwu Dong , Ralf Jackstell , Matthias Beller , Robert Franke
摘要: Process for Pd-catalyzed hydroxycarbonylation of diisobutene:acetic acid/diisobutene ratio.
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公开(公告)号:US10294191B2
公开(公告)日:2019-05-21
申请号:US15213449
申请日:2016-07-19
申请人: EVONIK DEGUSSA GMBH
发明人: Kaiwu Dong , Ralf Jackstell , Matthias Beller , Robert Franke , Dieter Hess , Katrin Marie Dyballa , Dirk Fridag , Frank Geilen
IPC分类号: C07F15/00 , C07F9/28 , B01J27/185 , C07C67/38 , C07F9/58 , C07F9/572 , C07F9/6506 , B01J31/24 , B01J31/22 , C07F9/655 , C07F9/6553 , C07F17/02
摘要: The invention relates to compounds of formula (I) where R1 is selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl; R2 is selected from —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, —(C3-C20)-heteroaryl; R3 is —(C3-C20)-heteroaryl; and R1, R2 and R3 may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen. The invention further relates to Pd complexes comprising the compound according to the invention and to the use thereof in alkoxycarbonylation.
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公开(公告)号:US10202329B2
公开(公告)日:2019-02-12
申请号:US15213453
申请日:2016-07-19
申请人: EVONIK DEGUSSA GMBH
发明人: Kaiwu Dong , Helfried Neumann , Ralf Jackstell , Matthias Beller , Robert Franke , Dieter Hess , Katrin Marie Dyballa , Dirk Fridag , Frank Geilen
IPC分类号: C07F9/58 , C07C67/38 , C07F9/572 , C07F9/6506 , C07F15/00 , B01J31/24 , B01J31/22 , C07F9/655 , C07F9/6553 , C07F17/02
摘要: The invention relates to a compound of formula (I) where R1 and R3 are each a heteroaryl radical having five ring atoms, R2 and R4 are each independently selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl; R1 and R3 may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen; and R2 and R4, if they are —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl or —(C6-C20)-aryl, may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen; excluding the compounds of the formulae (1) and (2) The invention further relates to precursors for preparation of the compound according to the invention, to Pd complexes comprising the compound according to the invention and to the use thereof in alkoxycarbonylation.
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公开(公告)号:US10544174B2
公开(公告)日:2020-01-28
申请号:US15649743
申请日:2017-07-14
申请人: EVONIK DEGUSSA GMBH
发明人: Kaiwu Dong , Ralph Jackstell , Matthias Beller , Dirk Fridag , Dieter Hess , Katrin Marie Dyballa , Frank Geilen , Robert Franke
IPC分类号: C07F9/50 , C07C67/38 , C07F15/00 , C07D403/14 , C07D405/14
摘要: The invention relates to a process comprising the following process steps: a) introducing an ethylenically unsaturated compound; b) adding a monophosphine ligand and a compound which comprises Pd, or adding a complex comprising Pd and a monophosphine ligand; c) adding an aliphatic alcohol; d) supplying CO; e) heating the reaction mixture, the ethylenically unsaturated compound being reacted to form an ester; where the monophosphine ligand is a compound of formula (I) where R1 is selected from —(C1-C12)-alkyl, —O—(C1-C12)-alkyl, —O—(C6-C20)-aryl, —(C6-C20)-aryl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C3-C20)-heteroaryl; R2 is selected from —(C6-C20)-aryl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C3-C20)-heteroaryl; R3 is —(C3-C20)-heteroaryl; and R1, R2 and R3 may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen.
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公开(公告)号:US10202409B2
公开(公告)日:2019-02-12
申请号:US15649781
申请日:2017-07-14
申请人: EVONIK DEGUSSA GMBH
发明人: Kaiwu Dong , Ralf Jackstell , Helfried Neumann , Matthias Beller , Dirk Fridag , Dieter Hess , Katrin Marie Dyballa , Frank Geilen , Robert Franke
IPC分类号: C07F17/02 , C07C67/38 , C07F15/00 , C07C213/02
摘要: Compound of formula (I) where R2, R4 are each independently selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl; the R1, R3 radicals are each a —(C3-C20)-heteroaryl radical; R1, R3 may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen; R2, R4, if they are —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl or —(C6-C20)-aryl, may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen. The invention also relates to Pd complexes of the compound according to the invention, and to the use thereof in an alkoxycarbonylation process.
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公开(公告)号:US10077228B2
公开(公告)日:2018-09-18
申请号:US15213456
申请日:2016-07-19
申请人: EVONIK DEGUSSA GMBH
发明人: Kaiwu Dong , Helfried Neumann , Ralf Jackstell , Matthias Beller , Robert Franke , Dieter Hess , Katrin Marie Dyballa , Dirk Fridag , Frank Geilen
IPC分类号: C07C67/38 , C07F9/58 , C07F9/6506 , C07F15/00 , B01J31/24 , B01J31/22 , C07F9/572 , C07F9/655 , C07F9/6553 , C07F17/02
CPC分类号: C07C67/38 , B01J31/2295 , B01J31/24 , B01J31/2404 , B01J31/2409 , B01J2231/321 , B01J2231/49 , B01J2531/0208 , B01J2531/824 , B01J2531/842 , C07F9/572 , C07F9/58 , C07F9/6506 , C07F9/65515 , C07F9/655345 , C07F15/006 , C07F17/02 , C07C69/24
摘要: The invention relates to a compound of formula (I) where R1, R2, R3, R4 are each independently selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, —(C3-C20)-heteroaryl; at least one of the R1, R2, R3, R4 radicals is a —(C6-C20)-heteroaryl radical having at least six ring atoms; and R1, R2, R3, R4, if they are —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, —(C3-C20)-heteroaryl or —(C6-C20)-heteroaryl, may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen. The invention further relates to precursors for preparation of the compound according to the invention, to Pd complexes comprising the compound according to the invention and to the use thereof in alkoxycarbonylation.
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公开(公告)号:US09725398B2
公开(公告)日:2017-08-08
申请号:US15213441
申请日:2016-07-19
申请人: EVONIK DEGUSSA GMBH
发明人: Kaiwu Dong , Helfried Neumann , Ralf Jackstell , Matthias Beller , Robert Franke , Dieter Hess , Katrin Marie Dyballa , Dirk Fridag , Frank Geilen
IPC分类号: C07F9/28 , B01J31/18 , C07F15/00 , C07C67/38 , C07F9/58 , C07F9/6506 , B01J31/24 , B01J31/22 , C07F9/572 , C07F9/655 , C07F9/6553 , C07F17/02
CPC分类号: C07C67/38 , B01J31/2295 , B01J31/24 , B01J31/2404 , B01J31/2409 , B01J2231/321 , B01J2231/49 , B01J2531/0208 , B01J2531/824 , B01J2531/842 , C07F9/572 , C07F9/58 , C07F9/6506 , C07F9/65515 , C07F9/655345 , C07F15/006 , C07F17/02 , C07C69/24
摘要: The invention relates to compounds of formula (I) where m and n are each independently 0 or 1; R1, R2, R3, R4 are each independently selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, —(C3-C20)-heteroaryl; at least one of the R1, R2, R3, R4 radicals is a —(C3-C20)-heteroaryl radical; and R1, R2, R3, R4, if they are —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl or —(C3-C20)-heteroaryl, may each independently be substituted by one or more substituents selected from —(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, —O—(C3-C12)-cycloalkyl, —S—(C1-C12)-alkyl, —S—(C3-C12)-cycloalkyl, —COO—(C1-C12)-alkyl, —COO—(C3-C12)-cycloalkyl, —CONH—(C1-C12)-alkyl, —CONH—(C3-C12)-cycloalkyl, —CO—(C1-C12)-alkyl, —CO—(C3-C12)-cycloalkyl, —N—[(C1-C12)-alkyl]2, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C20)-heteroaryl, —(C3-C20)-heteroaryl-(C1-C12)-alkyl, —(C3-C20)-heteroaryl-O—(C1-C12)-alkyl, —COOH, —OH, —SO3H, —NH2, halogen; and to the use thereof as ligands in alkoxycarbonylation.
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公开(公告)号:US10589263B2
公开(公告)日:2020-03-17
申请号:US16014115
申请日:2018-06-21
申请人: EVONIK DEGUSSA GMBH
发明人: Haoquan Li , Jie Liu , Ralf Jackstell , Matthias Beller , Robert Franke
摘要: Markovnikov-selective palladium catalyst for carbonylation of alkynes is formed from a bisphosphite having formula (1): The carbonylation catalyst is suited for the preparation of a branched heteroarene-keto product from an alkyne substrate, CO and heterocycle in high yields with low amounts of the linear product.
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公开(公告)号:US10550060B2
公开(公告)日:2020-02-04
申请号:US16215991
申请日:2018-12-11
申请人: EVONIK DEGUSSA GMBH
发明人: Rui Sang , Peter Kucmierczyk , Kaiwu Dong , Ralf Jackstell , Matthias Beller , Robert Franke
摘要: Process for the direct conversion of alkenes to carboxylic acids.
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公开(公告)号:US10544079B2
公开(公告)日:2020-01-28
申请号:US16189029
申请日:2018-11-13
申请人: EVONIK DEGUSSA GMBH
发明人: Rui Sang , Peter Kucmierczyk , Kaiwu Dong , Ralf Jackstell , Matthias Beller , Robert Franke
摘要: Process for the direct conversion of diisobutene to a carboxylic acid.
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