Paul R Weider

US Patent:

6468940, Oct 22, 2002

Filed:

Sep 20, 2001

Appl. No.:

09/957561

Inventors:

John Frederick Knifton - Houston TX
Lynn Henry Slaugh - Houston TX
Paul Richard Weider - Houston TX
Talmadge Gail James - Conroe TX
Joseph Broun Powell - Houston TX
Kevin Dale Allen - Katy TX
Timothy Scott Williams - Houston TX

Assignee:

Shell Oil Company - Houston TX

International Classification:

B01J 3100

US Classification:

502162, 502152, 502153, 502154, 502155

Abstract:

The invention provides a process for an improved oxirane hydroformylation catalyst, the improved oxirane hydroformylation catalyst, and a one step process for preparing a 1,3-diol in the presence of such a catalyst. One process for preparing the hydroformylation catalyst involves: a) forming a complex (A) by contacting a ruthenium(0) compound with a ditertiary phosphine ligand; and b) forming a complex (B) by subjecting complex (A) to a redox reaction with a cobalt(0) carbonyl compound. This catalyst is used in a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of the above hydroformylation catalyst where recovery of product is preferably accomplished via phase separation of a diol rich phase from the bulk reaction liquor.

US Patent:

6469222, Oct 22, 2002

Filed:

Mar 15, 2001

Appl. No.:

09/808974

Inventors:

John Frederick Knifton - Houston TX
Lynn Henry Slaugh - Houston TX
Paul Richard Weider - Houston TX
Talmadge Gail James - Houston TX
Joseph Broun Powell - Houston TX
Kevin Dale Allen - Katy TX
Timothy Scott Williams - Houston TX

Assignee:

Shell Oil Company - Houston TX

International Classification:

C07C 2700

US Classification:

568867, 568862

Abstract:

The invention provides a process for an improved oxirane hydroformylation catalyst, the improved oxirane hydroformylation catalyst, and a one step process for preparing a 1,3-diol in the presence of such a catalyst. One process for preparing the hydroformylation catalyst involves: a) forming a complex (A) by contacting a ruthenium(0) compound with a ditertiary phosphine ligand; and b) forming a complex (B) by subjecting complex (A) to a redox reaction with a cobalt(0) carbonyl compound. This catalyst is used in a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of the above hydroformylation catalyst where recovery of product is preferably accomplished via phase separation of a diol rich phase from the bulk reaction liquor.

US Patent:

6518466, Feb 11, 2003

Filed:

Sep 20, 2001

Appl. No.:

09/957279

Inventors:

John Frederick Knifton - Houston TX
Lynn Henry Slaugh - Houston TX
Paul Richard Weider - Houston TX
Talmadge Gail James - Houston TX
Joseph Broun Powell - Houston TX
Kevin Dale Allen - Katy TX
Timothy Scott Williams - Houston TX

Assignee:

Shell Oil Company - Houston TX

International Classification:

C07C 2700

US Classification:

568867, 568861, 568862

Abstract:

The invention provides a process for an improved oxirane hydroformylation catalyst, the improved oxirane hydroformylation catalyst, and a one step process for preparing a 1,3-diol in the presence of such a catalyst. One process for preparing the hydroformylation catalyst involves: a) forming a complex (A) by contacting a ruthenium(0) compound with a ditertiary phosphine ligand; and b) forming a complex (B) by subjecting complex (A) to a redox reaction with a cobalt(0) carbonyl compound. This catalyst is used in a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of the above hydroformylation catalyst where recovery of product is preferably accomplished via phase separation of a diol rich phase from the bulk reaction liquor.

US Patent:

6545190, Apr 8, 2003

Filed:

Sep 25, 2001

Appl. No.:

09/963068

Inventors:

Kevin Dale Allen - Katy TX
Joseph Broun Powell - Houston TX
Paul Richard Weider - Houston TX
John Frederick Knifton - Houston TX

Assignee:

Shell Oil Company - Houston TX

International Classification:

C07C 2700

US Classification:

568867

Abstract:

Disclosed is a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of a hydroformylation catalyst comprising a ruthenium (+1)-phosphine bidentate: cobalt (-1) complex, wherein the ligated metal is ruthenium, under conditions which preferably upon completion of the oxirane/syngas reaction cause a phase separation of the reaction mixture into a solvent phase which is rich in catalyst and a second phase which is rich in the 1,3-diol, recycling the phase rich in catalyst directly to the hydroformylation reaction for further reaction with previously unreacted starting materials, thus permitting valuable hydroformylation catalyst to be recycled without degradation or exposure to downstream processing and recovering the 1,3-diol from the second phase rich in 1,3-diol.

US Patent:

6576802, Jun 10, 2003

Filed:

May 30, 2002

Appl. No.:

10/158452

Inventors:

John Frederick Knifton - Houston TX
Talmadge Gail James - Controe TX
Kevin Dale Allen - Prairieville LA
Paul Richard Weider - Houston TX
Joseph Broun Powell - Houston TX
Lynn Henry Slaugh - Houston TX

Assignee:

Shell Oil Company - Houston TX

International Classification:

C07C 2700

US Classification:

568867

Abstract:

Disclosed is a novel class of modified ruthenium catalysts useful in the one step synthesis of 1,3-PDO comprising (a) a cobalt component comprising one or more non-ligated cobalt compounds; and (b) a ruthenium component comprising in major part a ruthenium carbonyl compound ligated with a phospholanoalkane ligand, solubilized in an ether solvent, that provides potential improvements in cost and performance in one step hydroformylation/hydrogenation. For example, cobalt-ruthenium-bidentate, bis(phospholano)alkane catalyst precursors in ether solvents provide good yields of 1,3-PDO in a one step synthesis.

US Patent:

6586643, Jul 1, 2003

Filed:

May 15, 2002

Appl. No.:

10/146590

Inventors:

John Frederick Knifton - Houston TX
Talmadge Gail James - Houston TX
Kevin Dale Allen - Prairieville LA
Paul Richard Weider - Houston TX
Joseph Broun Powell - Houston TX
Lynn Henry Slaugh - Houston TX
Timothy Williams - Houston TX

Assignee:

Shell Oil Company - Houston TX

International Classification:

C07C 2700

US Classification:

568867, 568861, 568865, 568866

Abstract:

Disclosed is a new catalyst composition comprising a bimetallic CoâRu catalyst complexed with a N-heterocylcic ligand that is effective, economical, and provides improvements in oxidative stability in the one step synthesis of 1,3-propanediol (1,3-PDO) from ethylene oxide and synthesis gas. For example, cobalt-ruthenium-2,2â-bipyrimidine, 2,2â-dipyridyl, or 2,4,6-tripridyl-s-triazine catalyst precursors in cyclic ether solvents, such as 1,3-dioxolane, 1,4-dioxolane, 1,4-dioxane, and 2-ethyl-2-methyl-1,3-dioxolane, provide good yields of 1,3-PDO in a one step synthesis.

US Patent:

6660892, Dec 9, 2003

Filed:

Feb 7, 2003

Appl. No.:

10/360302

Inventors:

Joseph Broun Powell - Houston TX
Paul Richard Weider - Houston TX
John Frederick Knifton - Houston TX
Kevin Dale Allen - Prairieville LA
Lynn Henry Slaugh - Houston TX
Juan Pedro Arhancet - Creve Coeur MO

Assignee:

Shell Oil Company - Houston TX

International Classification:

C07C 2700

US Classification:

568867, 568327, 568451, 568861, 568862, 568909, 562152, 562153, 562154, 562155, 562162, 556 13, 556 16, 556 20, 556138

Abstract:

This invention is a process for synthesizing aliphatic 1,3-diols in one step by hydroformylation and hydrogenation of oxirane, carbon monoxide, and hydrogen employing a catalyst comprising a cobalt carbonyl compound and a cocatalyst metal compound ligated with a ligand in a ligand to cocatalyst metal atom molar ratio in the range of 0. 2:1. 0 to 0. 6:1. 0, optionally in the presence of a promoter, where recovery of product is preferably accomplished via water extraction of a diol rich phase from the bulk reaction mixture. The process modifications can, particularly in combination, be beneficial with respect to product recovery, catalyst recycle, and overall economics of a one-step process for producing aliphatic 1,3-diols.

US Patent:

6706656, Mar 16, 2004

Filed:

Apr 23, 2002

Appl. No.:

10/127957

Inventors:

John Frederick Knifton - Houston TX
Lynn Henry Slaugh - Houston TX
Paul Richard Weider - Houston TX
Talmadge Gail James - Houston TX
Joseph Broun Powell - Houston TX
Kevin Dale Allen - Katy TX
Timothy Scott Williams - Houston TX

Assignee:

Shell Oil Company - Houston TX

International Classification:

B01J 3100

US Classification:

502154, 502161, 502162, 502150, 502152, 502171, 502208, 502213

Abstract:

The invention provides a process for an improved oxirane hydroformylation catalyst, the improved oxirane hydroformylation catalyst, and a one step process for preparing a 1,3-diol in the presence of such a catalyst. One process for preparing the hydroformylation catalyst involves: a) forming a complex (A) by contacting a ruthenium(0) compound with a ditertiary phosphine ligand; and b) forming a complex (B) by subjecting complex (A) to a redox reaction with a cobalt(0) carbonyl compound. This catalyst is used in a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of the above hydroformylation catalyst where recovery of product is preferably accomplished via phase separation of a diol rich phase from the bulk reaction liquor.