E.i. Dupont De Nemours and Company

Invista North America S.a.r.l.

Dsm N.v.

Invista Technologies S.a.r.l.

Invista Textiles Limited

James Michael Garner

Wilson Tam

Thomas Foo

Patrick M Burke

Antonius J Teunissen

Carina S Snijder

Ron Ozer

Carolina B Hansen

Christian Peter Lenges

Paul S Pearlman

Ronald James McKinney

Kristina Ann Kreutzer

Kristina Ann Kruetzer

Joachim C Ritter

Rafael Shapiro

William J Tenn, Iii

Thomas E Vos

Sudhir N V K Aki

Anne Irisa Breikss

Sudhir NVK Aki

Ronald J Mc Kinney

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.

Separating a solvent from a nickel catalyst by distillation

The invention provides a process for hydrocyanation, comprising: contacting 2-pentenenitrile with hydrogen cyanide at a temperature in the range of about 0&#xb0; C. to about 150&#xb0; C. in the presence of at least one Lewis acid promoter and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one bidentate phosphite ligand selected from a member of the group represented by Formula I and Formula II, in which all like reference characters have the same meaning, except as further explicitly limited: wherein Rand Rare independently selected from the group consisting of Cto Chydrocarbyl; and R, R, R, R, Rand Rare independently selected from the group consisting of H and Cto Chydrocarbyl.

Hydrocyanation of 2-pentenenitrile

The invention relates to the preparation of alkylated phenols. More specifically, the invention relates to an improved process for the manufacture of 2-secondary-alkyl-4,5-di-normal-alkylphenols.

Process for making 2-secondary-alkyl-4,5-di-(normal-alkyl)phenols

The invention provides a hydrocyanation process to produce adiponitrile and other dinitriles having six carbon atoms, in the presence of catalyst composition comprising a zero-valent nickel and at least one bidentate phosphorus-containing ligand wherein the bidentate phosphorus-containing ligand gives acceptable results according to at least one protocol of the 2-Pentenenitrile Hydrocyanation Test Method.

Hydrocyanation of pentenenitriles

A hydrocyanation process produces adiponitrile and other dinitriles having six carbon atoms. The process involves forming a reaction mixture in the presence of at least one Lewis acid. The reaction mixture includes ethylenically unsaturated nitrites having five carbon atoms, hydrogen cyanide, and a catalyst precursor compositions. The reaction mixture is continuously fed while controlling the overall feed molar ratio of 2-pentenenitriles to all unsaturated nitriles and the overall feed molar ratio of hydrogen cyanide to all unsaturated nitrites. In the reaction product mixture, including adiponitrile, the ratio of the concentration of 2-pentenenitriles to the concentration of 3-pentenenitriles from about 0.2/1 to about 10/1. Included in the catalyst precursor composition is a zero-valent nickel and at least one multidentate phosphorus-containing ligand. The multidentate phosphorus-containing ligand may be a phosphite, a phosphonite, a phosphinite, a phosphine, and a mixed phosphorus-containing ligand or a combination of such members.

Hydrocyanation process with reduced yield losses

A hydrocyanation process produces adiponitrile and other dinitriles having six carbon atoms. The process involves forming a reaction mixture in the presence of at least one Lewis acid. The reaction mixture includes ethylenically unsaturated nitriles having five carbon atoms, hydrogen cyanide, and a catalyst precursor composition. The reaction mixture is continuously fed while controlling the overall feed molar ratio of 2-pentenenitriles to all unsaturated nitriles and the overall feed molar ratio of hydrogen cyanide to all unsaturated nitriles. In the reaction product mixture, including adiponitrile, the ratio of the concentration of 2-pentenenitriles to the concentration of 3-pentenenitriles is from about 0.2/1 to about 10/1. Included in the catalyst precursor composition is a zero-valent nickel and at least one bidentate phosphite ligand.

The invention relates to a process for the making organic aldehyde compounds from an unsaturated compound by hydroformylation and in the presence of a catalyst system comprising a Group VIII metal and a bidentate phosphorus ligand having two trivalent phosphorus atoms bound to salicylanilide groups.

Process for preparing aldehyde compounds

Improved liquid phase process useful in the hydrocyanation of diolefinic compounds to produce nonconjugated acyclic nitriles and to the liquid phase process of isomerization of the nitriles to, among other things, 3- and/or 4-monoalkene linear nitriles. The improvement involves conducting the process in the presence of zero-valent nickel and a multidentate phosphite ligand.

Hydrocyanation of diolefins and isomerization of nonconjugated 2-aklyl-3-monoalkenenitriles

A process for hydrocyanation of an aliphatic monoethylenically unsaturated compound, in which the ethylenic double bond is not conjugated to any other unsaturated group in the molecule, or a monoethylenically unsaturated compound in which the ethylenic double bond is conjugated to an ester group, which process uses a catalyst composition comprising a zero-valent nickel and a multidentate phosphite ligand in the presence of a Lewis acid promoter.

Hydrocyanation processes and multidentate phosphite ligand and nickel catalyst compositions therefor

Hydrocyanation processes and multidentate phosphite ligand and nickel

Improved liquid phase process useful in the hydrocyanation of diolefinic compounds to produce nonconjugated acyclic nitriles and to the liquid phase process of isomerization of the nitrites to, among other things, 3- and/or 4-monoalkene linear nitriles. The improvement involves conducting the process in the presence of zero-valent nickel and a multidentate phosphite ligand. Novel multidentate phosphite ligands and catalyst precursor compositions made therefrom are also disclosed.

Hydrocyanation of diolefins and isomerization of nonconjugated

Improved liquid phase process useful in the hydrocyanation of diolefinic compounds to produce nonconjugated acyclic nitrites and to the liquid phase process of isomerization of the nitriles to, among other things, 3- and/or 4-monoalkene linear nitrites. The improvement involves conducting the process in the presence of zero-valent nickel and a multidentate phosphite ligand.

A hydroformylation process for preparating a terminal aldehyde involves reacting an ethylenically unsaturated organic compound with carbon monoxide and hydrogen in the presence of a catalyst system iridium or rhodium and a bidentate organic phosphite ligand wherein the two phosphorus atoms of the phopshite ligand are linked with a 2,2'-dihydroxyl-1,1'-binapthalene bridging group having the following structure (Q): ##STR1## in which R.sup.1 and R.sup.2 are substituents other than hydrogen and in which R.sup.3 and R.sup.4 are the same or different substituted monovalent aryl groups and/or any one of OR.sup.3 and OR.sup.4 connected to one phosphorus atom forms an --O--R.sup.5 --O-group, where R.sup.5 is a divalent organic group containing one or two aryl groups.

Process to prepare a terminal aldehyde

Improved liquid phase process useful in the hydrocyanation of diolefinic compounds to produce nonconjugated acyclic nitrites and to the liquid phase process of isomerization of the nitrites to, among other things, 3- and/or 4-monoalkene linear nitrites. The improvement involves conducting the process in the presence of zero-valent nickel and a multidentate phosphite ligand. Novel multidentate phosphite ligands and catalyst precursor compositions made therefrom are also disclosed.

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Wilmington, DE, United States of America

James Michael Garner