Abstract:
A process of stabilizing a bidentate or tridentate phosphorus-based phosphite ester ligand or mixture thereof in a hydrocyanation reaction milieu comprising water, wherein the ligand or ligand mixture comprises one or more of (i) a bidentate biphosphite ligand of formula (III), (R 12 -X 12 ) (R 13 -X 13 ) P-X 14 -Y-Χ 24 -P (X 22 -R 22 ) (X 23 -R 23 ) or (ii) a tridentate triphosphite ligand of formula (ΙIIΑ) (R 12 -X 12 ) (R 13 -X 13 ) Ρ-Χ 14 -Y-X 32 -P(X 34 -R 34 )-(X 33 -Y 2 -R 24 -P(X 23 -R 23 )-(X 22 -R 22 ) where each X is oxygen or a bond and each Y is an optionally substituted C6-C20 arylene group, comprising admixing the bidentate and/or tridentate with a stabilizing amount of one or more monodentate phosphite ligand of formula P(X 1 -R 1 )(X 2 -R 2 )(X 3 -R 3 ) where each X is oxygen or a bond, wherein the monodentate ligand has a rate of hydrolysis greater than the rate of hydrolysis of the bidentate or tridentate ligand in the presence of water in a hydrocyanation reaction milieu, and thereby preserve concentrations and proportions of the bidentate and/or tridentate ligand(s) in the ligand blend.
Abstract:
Claimed is a process for producing a phosphorus-containing ligand, preferably a diphosphite ligand structure (DLS) such as structure I. The method includes contacting a phosphorochloridite (structure II) with a compound having the structure X-OH (which can be a bisaryl compound), and a tertiary organic amine to provide structure I' and as prefered embodiment structure I.
Abstract:
A method of stabilizing a phosphorus-based ligand or a ligand blend comprising a plurality of phosphorus-based ligands, wherein the ligand or ligand blend comprises one or more of (i) a bidentate biphosphite ligand of formula (III), (R 12 -X 12 ) (R 13 -X 13 )P-X 14 -Y-Χ 24 -P (X 22 -R 22 ) (X 23 -R 23 ) (ii) a tridentate triphosphite ligand of formula (IIIΑ) (R 12 -X 12 ) (R 13 -X 13 )P-X 14 -Y-Χ 32 -P(X 34 -R 34 )-(X 33 -Y 2 -R 24 -P(X 23 -R 23 )-(X 22 -R 22 ) or (iii) a monodentate phosphite ligand of formula (IV) P(X 1 -R 1 )(X 2 -R 2 )(X 3 -R 3 ) where each X is oxygen or a bond and each Y is optionally substituted C6-C20 arylene; the process comprising forming a mixture of the ligand or the ligand blend with a liquid which partially or fully solubilizes the ligand or ligand blend, the liquid consisting essentially of one or more of: (a) a solvent system that does not contain peroxidizable species; or, (b) a solvent system that is substantially free of a dissolved metal.
Abstract:
A solvent is at least partially separated from a catalyst. The catalyst comprises nickel and a bidentate phosphorus-containing ligand. The method for separation involves distilling a catalyst solution. The ratio of 2-pentenenitrile to 3-pentenenitrile in distillation column bottoms is controlled to reduce the amount of 3-pentenenitrile which is isomerized to form 2-methyl-3-butenenitrile. Isomerization of 3-pentenenitrile to 2-methyl-3-butenenitrile and subsequent isomerization of 2-methyl-3-butenenitrile to 2-methyl-2-butenenitrile, and/or hydrocyanation of 2-methyl-3-butenenitrile to methylglutaronitrile represents a loss in adiponitrile yield in a process for making adiponitrile.
Abstract:
A process of hydrolyzing a monodentate, bidentate or tridentate phosphorus-based phosphite ester ligand or ligand blend for a transition metal catalyst comprising contacting the ligand or ligand blend with a hydrolysis catalyst of the formula (R 11 X 11 ) n P (OH) 3-n where n is 0, 1 or 2 wherein the ligand or ligand blend comprises one or more of (i) a bidentate biphosphite ligand of formula (III), (R 12 -X 12 ) (R 13 -X 13 ) P-X 14 -Y-X 24 -P (X 22 -R 22 ) (X 23 -R 23 ), (ii) a tridentate triphosphite ligand of formula (IIIΑ) (R 12 -X 12 ) (R 13 -X 13 ) Ρ-Χ 14 -Y-X 32 -P(X 34 -R 34 )-(X 33 -Y 2 -Κ 24 -P(X 23 -R 23 )-(X 22 -R 22 ) or (iii) a monodentate phosphite ligand of formula (IV) P(X 1 -R 1 )(X 2 -R 2 )(X 3 -R 3 ) where each X is oxygen or a bond and each Y is an optionally substituted C6-C20 arylene, followed by separation of the ligand hydrolysis products.
Abstract:
The present invention relates to a process for hydrocyanating 3-pentene¬ nitrile. The process can include feeding 3-pentenenitrile and HCN to a hydrocyanation reaction zone that includes a Lewis acid promoter, nickel, and a phosphorus-containing ligand. In various embodiments, the process can also include controlling water concentration within the hydrocyanation reaction zone sufficient to maintain a high activity of the ligand catalyst complex while recycling at least a portion of the ligand catalyst complex.