Shell Oil Comapny

Sri International

Roelof Van Ginkel

Eit Drent

Willem Wabe Jager

Jan De With

Alexander Van Der Made

Robert Ian Pugh

Wolf Eilenberg

Karina Quetzaly Almeida Leñero

Renata Helena Van Der Made

Ursula Eilenberg-Robben, Legal Representative

A process for converting an olefin having x carbon atoms into an olefin having x+1 carbon atoms wherein the process comprises the steps of:

Process for producing olefins

The invention provides a process of preparing glycolaldehyde by reacting formaldehyde with hydrogen and carbon monoxide in the presence of a catalyst composition which is based on, a) a source of rhodium, and b) a ligand of general formula RP&#x2014;R(I), wherein Ris a bivalent radical that together with the phosphorous atom to which it is attached is an optionally substituted 2-phospha-tricyclo[3.3.1.1{3,7}]-decyl group, wherein from 1 to 5 of the carbon atoms has been replaced by a heteroatom, and wherein Ris a monovalent radical which is an optionally substituted hydrocarbyl group having from 1 to 40 carbon atoms; a catalyst composition of use in said process; and a process of preparing ethylene glycol from the glycolaldehyde thus prepared.

Process of preparing ethylene glycol

Process of preparing glycolaldehyde

Process for the hydroformylation of an optionally substituted ethylenically unsaturated compound by reaction thereof with carbon monoxide and hydrogen in the presence of a specific catalyst system which includes a source of Group VIII metal cations; a diphosphine ligand having the general formula (I):X&#x2014;R&#x2014;X&#x2003;&#x2003;(I)wherein Xand Xeach independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R represents a bivalent optionally substituted bridging group which is connected to each phosphorus atom by a sphybridized carbon atom; an acid having a pK&#x3c;3; and a source of halide anions.

Process for the hydroformylation of an ethylenically unsaturated compound

A process for the hydrocarboxylation of an ethylenically unsaturated carboxylic acid, by reacting it with carbon monoxide and a co-reactant selected from the group of water and carboxylic acids in the presence of a catalyst system including: (a) a source of palladium; (b) a bidentate diphosphine of formula (I), RR&#x3e;P&#x2014;R&#x2014;R&#x2014;R&#x2014;P&#x3c;RR(I) wherein P represents a phosphorus atom; R, R, Rand Rindependently represent the same or different optionally substituted organic groups containing a tertiary carbon atom through which the group is linked to the phosphorus atom; Rand Rindependently represent optionally substituted alkylene groups and R represents an optionally substituted aromatic group; (c) a source of anions derived from an acid having a pKa of less than 3, as measured at 18&#xb0; C. in an aqueous solution.

Process for the hydrocarboxylation of ethylenically unsaturated carboxylic acids

Bidentate ligand of formula (I), RRM-R-MRRwherein Mand Meach indenpendently represent P, As or Sb; R, R, Rand Reach independently represent the same or a different optionally substituted organic group and at least one of R, R, Rand Rcontains a tertiary carbon atom through which the group is linked to Mor M; and R represents a bridging group based on a trimethylene group connecting Mand Mof which the middle carbon atom is double bonded to a non-metal element chosen from group 14, 15 or 16 of the periodic table of elements. Catalyst comprising this bidentate ligand and carbonylation process n which this catalyst is used.

Bidentate ligands for the carbonylation of unsaturated compounds

This invention relates to processes for making phosphorus compounds RP&#x2014;X&#x2014;PR, RP-M, RP-L and RP, and the novel cation RP(L)-X&#x2014;P(L)R, where R represents an optionally substituted hydrocarbyl group, X represents a bridging group, L represents a leaving group and M represents an alkali metal atom. The invention relates further to a process for making a compound RP-L from a compound R&#x2014;H via a new process for making the compound R&#x2014;Li followed by its reaction with a compound HalP-L. The compound RP&#x2014;X&#x2014;PRis a ligand suitable for making catalysts for copolymerizing carbon monoxide and a olefinically unsaturated compound.

Preparation of phosphorus-containing compounds useful in the preparation of biphosphine ligands

This invention relates to processes for making phosphorus compounds R P&mdash;X&mdash;PR , R P-M, R P-L and R P, and the novel cation R P (L)-X&mdash;P (L)R , where R represents an optionally substituted hydrocarbyl group, X represents a bridging group, L represents a leaving group and M represents an alkali metal atom. The invention relates further to a process for making a compound R P-L from a compound R&mdash;H via a new process for making the compound R&mdash;Li followed by its reaction with a compound Hal P-L. The compound R P&mdash;X&mdash;PR is a ligand suitable for making catalysts for copolymerizing carbon monoxide and a olefinically unsaturated compound.

This invention relates to processes for making phosphorus compounds R P&mdash;X&mdash;PR , R P&mdash;M, R P&mdash;L and R P, and the novel cation R P (L)&mdash;X&mdash;P (L)R , where R represents an optionally substituted hydrocarbyl group, X represents a bridging group, L represents a leaving group and M represents an alkali metal atom. The invention relates further to a process for making a compound R P&mdash;L from a compound R&mdash;H via a new process for making the compound R&mdash;Li followed by its reaction with a compound Hal P&mdash;L. The compound R P&mdash;X&mdash;PR is a ligand suitable for making catalysts for copolymerizing carbon monoxide and a olefinically unsaturated compound.

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Amsterdam, Netherlands

Roelof Van Ginkel