公开(公告)号：US20230159425A1

公开(公告)日：2023-05-25

申请号：US18055989

申请日：2022-11-16

Applicant: Evonik Operations GmbH

Inventor： Frank Geilen ,  Alexander Brächer ,  Stefan Drees ,  Benedikt Dercks ,  Robert Franke ,  Ana Markovic ,  Armin Matthias Rix ,  Martin Oldemeyer ,  Dirk Fridag

IPC: C07C45/50

CPC classification number: C07C45/505 ,  C07C2523/46

Abstract: A process for preparing aldehydes by a homogeneously catalyzed hydroformylation of C4 to C20 olefins involves withdrawing a biphasic stream (liquid/gaseous) and expanding in two stages. Before, between, or after the two stages, the liquid phase is cooled. Only after expansion and cooling is the homogeneously dissolved rhodium catalyst system separated from the residual stream in a three-stage removal.

公开(公告)号：US11618760B2

公开(公告)日：2023-04-04

申请号：US17718525

申请日：2022-04-12

Applicant: EVONIK OPERATIONS GMBH

Inventor： Anna Chiara Sale ,  Robert Franke ,  Alexander Brächer ,  Dirk Fridag ,  Ana Markovic ,  Peter Kucmierczyk ,  Johannes Knossalla

IPC: C07F9/6574 ,  B01J31/00 ,  C07C45/00 ,  C07F9/06

Abstract: Diphosphites having an open, 3-methylated outer unit and use thereof in hydroformylation.

公开(公告)号：US11008275B2

公开(公告)日：2021-05-18

申请号：US16893481

申请日：2020-06-05

Applicant: Evonik Operations GmbH

Inventor： Peter Kucmierczyk ,  Robert Franke ,  Dirk Fridag ,  Johannes Knossalla ,  Marc Schäpertöns ,  Frederik Gluth

IPC: C07C51/09 ,  C07C51/41 ,  B01D61/24 ,  B01D61/02 ,  C07C67/38 ,  B01D3/14 ,  C07C67/02

Abstract: The invention relates to a process for preparing carboxylic acids or salts thereof by hydrolysis or saponification of an ester, which is obtained by alkoxycarbonylation of a C2 to C20 hydrocarbon having at least one multiple bond, preferably having at least one olefinic double bond, in which the homogeneous catalyst system used is separated from the product mixture by means of membrane separation. In a development of the present invention, the ester thus formed is converted into another ester by transesterification and then hydrolyzed or saponified.

公开(公告)号：US11840506B2

公开(公告)日：2023-12-12

申请号：US18310975

申请日：2023-05-02

Applicant: Evonik Operations GmbH

Inventor： Dirk Fridag ,  Johannes Knossalla ,  Alexander Brächer ,  Peter Kucmierczyk ,  Anna Chiara Sale ,  Robert Franke ,  Ana Markovic

IPC: C07C45/50 ,  B01J31/18 ,  C07C45/83

CPC classification number: C07C45/505 ,  B01J31/185 ,  C07C45/83

Abstract: A process for preparing C5 aldehydes involves hydroformylation of butenes with synthesis gas in the presence of a homogeneous catalyst system and a solvent. It is a feature of the process that the aldehyde concentration in the reaction mixture is limited.

公开(公告)号：US20230357117A1

公开(公告)日：2023-11-09

申请号：US18310975

申请日：2023-05-02

Applicant: Evonik Operations GmbH

Inventor： Dirk Fridag ,  Johannes Knossalla ,  Alexander Brächer ,  Peter Kucmierczyk ,  Anna Chiara Sale ,  Robert Franke ,  Ana Markovic

IPC: C07C45/50 ,  C07C45/83 ,  B01J31/18

CPC classification number: C07C45/505 ,  C07C45/83 ,  B01J31/185

Abstract: A process for preparing C5 aldehydes involves hydroformylation of butenes with synthesis gas in the presence of a homogeneous catalyst system and a solvent. It is a feature of the process that the aldehyde concentration in the reaction mixture is limited.

公开(公告)号：US20230250040A1

公开(公告)日：2023-08-10

申请号：US18165245

申请日：2023-02-06

Applicant: Evonik Operations GmbH

Inventor： Alexander BRÄCHER ,  Ana Markovic ,  Anna Chiara Sale ,  Dirk Fridag ,  Johannes Knossalla ,  Peter Kucmierczyk ,  Robert Franke

IPC: C07C45/77 ,  B01J31/18 ,  C07C45/78

CPC classification number: C07C45/77 ,  B01J31/1845 ,  C07C45/786

Abstract: A process can be used for preparing aldehydes from C2 to C20 olefins with a subsequent thermal separation for removal of the aldehyde formed. The process involves a membrane separation, which is preceded by performance of a gas exchange by which the proportion of the partial pressure represented by carbon monoxide or hydrogen is increased in order to reduce catalyst losses.

公开(公告)号：US11565991B2

公开(公告)日：2023-01-31

申请号：US17718542

申请日：2022-04-12

Applicant: EVONIK OPERATIONS GMBH

Inventor： Anna Chiara Sale ,  Robert Franke ,  Alexander Brächer ,  Dirk Fridag ,  Johannes Knossalla ,  Peter Kucmierczyk ,  Ana Markovic

IPC: B01J31/02 ,  C07C45/50 ,  B01J31/22

Abstract: Mixture of bisphosphites having an open and a closed outer unit and the use thereof as a catalyst mixture in hydroformylation.

公开(公告)号：US11440863B2

公开(公告)日：2022-09-13

申请号：US16888920

申请日：2020-06-01

Applicant: Evonik Operations GmbH

Inventor： Peter Kucmierczyk ,  Robert Franke ,  Dirk Fridag ,  Johannes Knossalla ,  Marc Schäpertöns ,  Frederik Gluth

IPC: C07C29/149 ,  C07C67/38 ,  C07C29/76 ,  C07C29/78 ,  C07C29/80 ,  C07C29/86 ,  B01J31/22 ,  C07C67/48 ,  C07C29/132 ,  C07C67/03

Abstract: The invention provides a process for preparing an alcohol by hydrogenating an ester which is obtained by alkoxycarbonylating a C2 to C20 hydrocarbon having at least one multiple bond, preferably having at least one olefinic double bond, in which the homogeneous catalyst system used is separated from the product mixture by means of membrane separation. In a development of the present invention, the ester thus formed is converted to another ester by transesterification and then hydrogenated.

公开(公告)号：US20230348356A1

公开(公告)日：2023-11-02

申请号：US18348913

申请日：2023-07-07

Applicant: EVONIK OPERATIONS GMBH

Inventor： Kaiwu DONG ,  Xiangjie FANG ,  Helfried NEUMANN ,  Ralf JACKSTELL ,  Matthias BELLER ,  Robert FRANKE ,  Dieter HESS ,  Katrin Marie DYBALLA ,  Dirk Fridag ,  Frank GEILEN

IPC: C07C67/38 ,  C07F9/58 ,  C07F9/572 ,  C07F9/6506 ,  C07F15/00 ,  B01J31/24 ,  B01J31/22 ,  C07F9/655 ,  C07F9/6553 ,  C07F17/02

CPC classification number: C07C67/38 ,  C07F9/58 ,  C07F9/572 ,  C07F9/6506 ,  C07F15/006 ,  B01J31/2409 ,  B01J31/2404 ,  B01J31/24 ,  B01J31/2295 ,  C07F9/65515 ,  C07F9/655345 ,  C07F17/02 ,  B01J2231/321 ,  B01J2531/824 ,  B01J2531/0208 ,  B01J2531/842 ,  B01J2231/49

Abstract: The invention relates to compounds 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 —(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.

公开(公告)号：US11739108B2

公开(公告)日：2023-08-29

申请号：US17479144

申请日：2021-09-20

Applicant: EVONIK OPERATIONS GMBH

Inventor： Anna Chiara Sale ,  Robert Franke ,  Alexander Brächer ,  Dirk Fridag ,  Johannes Knossalla

IPC: C07C45/50 ,  C07F9/6574 ,  B01J31/18

CPC classification number: C07F9/65746 ,  B01J31/185 ,  B01J2231/321 ,  B01J2531/821 ,  B01J2531/822 ,  B01J2531/827 ,  B01J2531/845

Abstract: Diphosphites having an open, 2,4-methylated outer unit and use thereof in hydroformylation.