Embodiments of the present invention are directed to processes to improve rhodium accountability in continuous liquid recycle hydroformylation processes. In some embodiments, a process comprises contacting in a reaction zone reactants comprising mixed C8 olefins or mixed C9 olefins, hydrogen, and carbon monoxide in the presence of a catalyst comprising rhodium and an organomonophosphite ligand to form a reaction fluid, wherein the reaction fluid is introduced to a strip gas vaporizer to produce a product stream and a vaporizer tails stream, and wherein the vaporizer tails stream comprises at least 1.2 percent by weight C8 internal olefins or at least 1.3 percent by weight C9 internal olefins.

This disclosure relates to N-substituted Pd(II)-N-heterocyclic carbene-pyridine complexes, methods of preparing the complexes, and methods of using the complexes in Sonogashira coupling reactions.

This disclosure relates to N-substituted Pd(II)-N-heterocyclic carbene-pyridine complexes, methods of preparing the complexes, and methods of using the complexes in Sonogashira coupling reactions.

A hydroformylation catalyst having excellent catalytic activity and stability, a composition including the hydroformylation catalyst, and a method of preparing an aldehyde using the hydroformylation catalyst, wherein, when hydroformylation of an olefin compound is performed in the presence of the hydroformylation catalyst to prepare an aldehyde, the normal/iso (n/i) ratio of the prepared aldehyde is lowered, and synthesis gas yield is increased.

A hydroformylation catalyst having excellent catalytic activity and stability, a composition including the hydroformylation catalyst, and a method of preparing an aldehyde using the hydroformylation catalyst, wherein, when hydroformylation of an olefin compound is performed in the presence of the hydroformylation catalyst to prepare an aldehyde, the normal/iso (n/i) ratio of the prepared aldehyde is lowered, and synthesis gas yield is increased.

A hydroformylation catalyst having excellent catalytic activity and stability, a composition including the hydroformylation catalyst, and a method of preparing an aldehyde using the hydroformylation catalyst, wherein, when hydroformylation of an olefin compound is performed in the presence of the hydroformylation catalyst to prepare an aldehyde, the normal/iso (n/i) ratio of the prepared aldehyde is lowered, and synthesis gas yield is increased.

The present invention relates to processes for preparing isoprene and mono-olefins comprising at least six carbon atoms. In one aspect, a process comprises (a) hydroformylating a mixed C4 olefin stream, wherein the mixed C4 olefin stream comprises 1-butene, 2-butene, and optionally isobutene, with a hydroformylation catalyst, wherein the hydroformylation catalyst comprises rhodium with monodentate organophosphorous ligand and optionally polydentate organophosphorous ligand, to produce a mixture comprising linear and branched C5 aldehydes; (b) separating the branched C5 aldehydes from the linear C5 aldehydes to provide a branched C5 aldehyde stream and a linear C5 aldehyde stream; (c) dehydrating the branched C5 aldehydes in the branched C5 aldehyde stream using a dehydration catalyst to form a stream comprising isoprene; (d) hydrogenating the linear C5 aldehydes in the linear C5 aldehyde stream to form a C5 alcohol stream; (e) dehydrating the C5 alcohols in the C5 alcohol stream with a second dehydration catalyst to form a C5 olefin stream; (f) hydroformylating the C5 olefins in the C5 olefin stream to generate a C6 aldehyde stream; (g) hydrogenating the C6 aldehydes in the C6 aldehyde stream to form a C6 alcohol stream; and (h) dehydrating the C6 alcohols in the C6 alcohol stream with a third dehydration catalyst to form a C6 olefin stream.

The present invention relates to processes for preparing isoprene and mono-olefins comprising at least six carbon atoms. In one aspect, a process comprises (a) hydroformylating a mixed C4 olefin stream, wherein the mixed C4 olefin stream comprises 1-butene, 2-butene, and optionally isobutene, with a hydroformylation catalyst, wherein the hydroformylation catalyst comprises rhodium with monodentate organophosphorous ligand and optionally polydentate organophosphorous ligand, to produce a mixture comprising linear and branched C5 aldehydes; (b) separating the branched C5 aldehydes from the linear C5 aldehydes to provide a branched C5 aldehyde stream and a linear C5 aldehyde stream; (c) dehydrating the branched C5 aldehydes in the branched C5 aldehyde stream using a dehydration catalyst to form a stream comprising isoprene; (d) hydrogenating the linear C5 aldehydes in the linear C5 aldehyde stream to form a C5 alcohol stream; (e) dehydrating the C5 alcohols in the C5 alcohol stream with a second dehydration catalyst to form a C5 olefin stream; (f) hydroformylating the C5 olefins in the C5 olefin stream to generate a C6 aldehyde stream; (g) hydrogenating the C6 aldehydes in the C6 aldehyde stream to form a C6 alcohol stream; and (h) dehydrating the C6 alcohols in the C6 alcohol stream with a third dehydration catalyst to form a C6 olefin stream.

A composition having a recycle content value is obtained by reacting a recycle content feedstock to make a recycle content oxo alcohol or oxo plasticizer or by deducting from a recycle inventory a recycle content value applied to an oxo alcohol or oxo plasticizer composition. At least a portion of the recycle content value in the feedstock or in an allotment obtained by an oxo alcohol or oxo plasticizer manufacturer has its origin in recycled waste and/or pyrolysis of recycled waste and/or in thermal steam cracking of recycle content pyoil.

Process for the hydroformylation of olefins using a cobalt pre-catalyst.