Patent classifications
C07C11/18
PROCESSES FOR PREPARING ISOPRENE AND MONO-OLEFINS COMPRISING AT LEAST SIX CARBON ATOMS
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.
PROCESSES FOR PREPARING ISOPRENE AND MONO-OLEFINS COMPRISING AT LEAST SIX CARBON ATOMS
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.
Processes for conversion of biologically derived mevalonic acid
A process is provided for converting mevalonic acid into various useful products and derivatives. More particularly, the process comprises reacting mevalonic acid, or a solution comprising mevalonic acid, in the presence of a solid catalyst at an elevated temperature and pressure to thereby form various biobased products. The process may also comprise: (a) providing a microbial organism that expresses a biosynthetic mevalonic acid pathway; (b) growing the microbial organism in fermentation medium comprising suitable carbon substrates, whereby biobased mevalonic acid is produced; and (c) reacting the biobased mevalonic acid in the presence of a solid catalyst at an elevated temperature and pressure to yield various biobased products.
Processes for conversion of biologically derived mevalonic acid
A process is provided for converting mevalonic acid into various useful products and derivatives. More particularly, the process comprises reacting mevalonic acid, or a solution comprising mevalonic acid, in the presence of a solid catalyst at an elevated temperature and pressure to thereby form various biobased products. The process may also comprise: (a) providing a microbial organism that expresses a biosynthetic mevalonic acid pathway; (b) growing the microbial organism in fermentation medium comprising suitable carbon substrates, whereby biobased mevalonic acid is produced; and (c) reacting the biobased mevalonic acid in the presence of a solid catalyst at an elevated temperature and pressure to yield various biobased products.
Method for Producing Conjugated Diene
Provided is a technique of producing isoprene from 3-methyl-1,3-butanediol or 1,3-butadiene from 1,3-butanediol by using a single catalyst. A catalyst produces a conjugated diene containing zirconium oxide and calcium oxide in order to produce isoprene by removing two water molecules from one 3-methyl-1,3-butanediol molecule or produce 1,3-butadiene by removing two water molecules from one 1,3-butanediol molecule. Furthermore, a method for producing a conjugated diene includes a step of obtaining a fluid containing a conjugated diene that is isoprene or 1,3-butadiene by bringing a fluid containing 3-methyl-1,3-butanediol or a fluid containing 1,3-butanediol into contact with the catalyst for producing a conjugated diene as a single catalyst so as to cause a dehydration reaction to proceed.
Method for Producing Conjugated Diene
Provided is a technique of producing isoprene from 3-methyl-1,3-butanediol or 1,3-butadiene from 1,3-butanediol by using a single catalyst. A catalyst produces a conjugated diene containing zirconium oxide and calcium oxide in order to produce isoprene by removing two water molecules from one 3-methyl-1,3-butanediol molecule or produce 1,3-butadiene by removing two water molecules from one 1,3-butanediol molecule. Furthermore, a method for producing a conjugated diene includes a step of obtaining a fluid containing a conjugated diene that is isoprene or 1,3-butadiene by bringing a fluid containing 3-methyl-1,3-butanediol or a fluid containing 1,3-butanediol into contact with the catalyst for producing a conjugated diene as a single catalyst so as to cause a dehydration reaction to proceed.
ISOPRENE EXTRACTION WITH PRESERVED C5 FEEDSTOCK
A process for extracting isoprene from a pyrolysis gas mixture or a C5 fraction wherein isoprene is purified by plural extractive distillations in the presence of a polar solvent and cyclopentadiene is effectively removed and recycled as a feedstock without being converted into its dimer, dicyclopentadiene. The isoprene recovered from the process described is more than 99.5% pure.
ISOPRENE EXTRACTION WITH PRESERVED C5 FEEDSTOCK
A process for extracting isoprene from a pyrolysis gas mixture or a C5 fraction wherein isoprene is purified by plural extractive distillations in the presence of a polar solvent and cyclopentadiene is effectively removed and recycled as a feedstock without being converted into its dimer, dicyclopentadiene. The isoprene recovered from the process described is more than 99.5% pure.
ISOPRENE EXTRACTION WITH PRESERVED C5 FEEDSTOCK
A process for extracting isoprene from a pyrolysis gas mixture or a C5 fraction wherein isoprene is purified by plural extractive distillations in the presence of a polar solvent and cyclopentadiene is effectively removed and recycled as a feedstock without being converted into its dimer, dicyclopentadiene. The isoprene recovered from the process described is more than 99.5% pure.
Compositions and methods for producing isoprene free of C5 hydrocarbons under decoupling conditions and/or safe operating ranges
The invention features methods for producing isoprene from cultured cells wherein the cells in the stationary phase. The invention also provides compositions that include these cultured cells and/or increased amount of isoprene. The invention also provides for systems that include a non-flammable concentration of isoprene in the gas phase. Additionally, the invention provides isoprene compositions, such as compositions with increased amount of isoprene or increased purity.